Organometallic compound, organic light-emitting device including organometallic compound, and diagnostic composition including organometallic compound

ABSTRACT

An organometallic compound represented by Formula 1, wherein M 1  is beryllium, magnesium, aluminum, calcium, titanium, manganese, cobalt, copper, zinc, gallium, germanium, zirconium, ruthenium, rhodium, palladium, silver, rhenium, platinum, or gold; A 1  to A 3  are each independently a C 5 -C 30  carbocyclic group or a C 1 -C 30  heterocyclic group; A 4  is a 5-membered heterocyclic group; A 5  is at least two rings of a C 7 -C 30  carbocyclic group comprising a 6-membered carbocyclic group, or A 5  is at least two rings of a C 1 -C 30  heterocyclic group comprising a 6-membered carbocyclic group or a 6-membered heterocyclic group; X 10 , X 20 , X 30 , and X 40  to X 44  are each independently C or N; T 1  to T 3  are each independently a single bond, *—N[(L 1 ) a1 -(R 1 ) b1 ]—*′, *—B(R 1 )—*′, *—P(R 1 )—*′, *—C(R 1 )(R 2 )—*′, *—Si(R 1 )(R 2 )—*′, *—Ge(R 1 )(R 2 )—*′, *—S—*′, *—Se—*′, *—O—*′, *—C(═O)—*′, *—S(═O)—*′, *—S(═O) 2 —*′, *—C(R 1 )═C(R 2 )—*′, *—C(═S)—*′, or *—C≡C—*′; and wherein the other substituents may be understood by referring to the detailed description.

CROSS-REFERENCE TO RELATED APPLICATION

This application claims priority to and the benefit of Korean Patent Application No. 10-2019-0097638, filed on Aug. 9, 2019, in the Korean Intellectual Property Office, and all the benefits accruing therefrom under 35 U.S.C. § 119, the content of which is incorporated herein in its entirety by reference.

BACKGROUND 1. Field

One or more embodiments of the present disclosure relate to an organometallic compound, an organic light-emitting device including the organometallic compound, and a diagnostic composition that includes the organometallic compound.

2. Description of the Related Art

Organic light-emitting devices (OLEDs) are self-emission devices which produce full-color images. In addition, OLEDs have wide viewing angles and exhibit excellent driving voltage and response speed characteristics.

OLEDs include an anode, a cathode, and an organic layer between the anode and the cathode and including an emission layer. A hole transport region may be disposed between the anode and the emission layer, and an electron transport region may be disposed between the emission layer and the cathode. Holes provided from the anode may move toward the emission layer through the hole transport region, and electrons provided from the cathode may move toward the emission layer through the electron transport region. The holes and the electrons recombine in the emission layer to produce excitons. These excitons transit from an excited state to a ground state to thereby generate light.

Further, light-emitting compounds, e.g., phosphorescence-emitting compounds, can also be used to monitor, sense, or detect biological materials, including a variety of cells and proteins.

SUMMARY

Provided are an organometallic compound, an organic light-emitting device including the organometallic compound, and a diagnostic composition including the organometallic compound.

Additional aspects will be set forth in part in the description which follows and, in part, will be apparent from the description, or may be learned by practice of the presented embodiments.

According to an aspect of an embodiment, an organometallic compound may be represented by Formula 1:

wherein, in Formula 1,

-   -   M₁ may be beryllium (Be), magnesium (Mg), aluminum (Al), calcium         (Ca), titanium (Ti), manganese (Mn), cobalt (Co), copper (Cu),         zinc (Zn), gallium (Ga), germanium (Ge), zirconium (Zr),         ruthenium (Ru), rhodium (Rh), palladium (Pd), silver (Ag),         rhenium (Re), platinum (Pt), or gold (Au),     -   A₁ to A₃ may each independently be a C₅-C₃₀ carbocyclic group or         a C₁-C₃₀ heterocyclic group,     -   A₄ may be a 5-membered heterocyclic group,     -   A₅ may be at least two rings of a C₇-C₃₀ carbocyclic group         including a 6-membered carbocyclic group, or A₅ may be at least         two rings of a C₁-C₃₀ heterocyclic group including a 6-membered         carbocyclic group or a 6-membered heterocyclic group, X₁₀, X₂₀,         X₃₀ and X₄₀ to X₄₄ may each independently be C or N,     -   T₁ to T₃ may each independently be a single bond,         *—N[(L₁)_(a1)-(R₁)_(b1)]—*′, *—B(R₁)—*′, *—P(R₁)—*′,         *—C(R₁)(R₂)—*′, *—Si(R₁)(R₂)—*′, *—Ge(R₁)(R₂)—*′, *—S—*′,         *—Se—*′, *—O—*′, *—C(═O)—*′, *—S(═O)—*′, *—S(═O)₂—*′,         *—C(R₁)═C(R₂)—*′, *—C(═S)—*′, and *—C≡C—*′,     -   wherein * and *′ may each indicate a binding site to an adjacent         atom, n1 may be an integer from 1 to 3,     -   L₁ may be a single bond, a substituted or unsubstituted C₅-C₃₀         carbocyclic group, or a substituted or unsubstituted C₁-C₃₀         heterocyclic group,     -   a1 may be an integer from 1 to 3, and when a1 is 2 or greater,         at least two L₁ groups may be identical to or different from         each other,     -   R₁, R₂, R₁₀, R₂₀, R₃₀, R₄₀, and R₅₀ may each independently be         hydrogen, deuterium, —F, —C, —Br, —I, —SF₅, a hydroxyl group, a         cyano group, a nitro group, an amidino group, a hydrazine group,         a hydrazone group, a carboxylic acid group or a salt thereof, a         sulfonic acid group or a salt thereof, a phosphoric acid group         or a salt thereof, a substituted or unsubstituted C₁-C₆₀ alkyl         group, a substituted or unsubstituted C₂-C₆₀ alkenyl group, a         substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted         or unsubstituted C₁-C₆₀ alkoxy group, a substituted or         unsubstituted C₃-C₁₀ cycloalkyl group, a substituted or         unsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted or         unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or         unsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted or         unsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted         C₆-C₆₀ aryloxy group, a substituted or unsubstituted C₆-C₆₀         arylthio group, a substituted or unsubstituted C₇-C₆₀ arylalkyl         group, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, a         substituted or unsubstituted C₁-C₆₀ heteroaryloxy group, a         substituted or unsubstituted C₁-C₆₀ heteroarylthio group, a         substituted or unsubstituted C₂-C₆₀ heteroarylalkyl group, a         substituted or unsubstituted monovalent non-aromatic condensed         polycyclic group, a substituted or unsubstituted monovalent         non-aromatic condensed heteropolycyclic group, —N(Q₁)(Q₂),         —Si(Q₃)(Q₄)(Q₅), —Ge(Q₃)(Q₄)(Q₅), —B(Q₆)(Q₇), —P(Q₈)(Q₉), or         —P(═O)(Q₈)(Q₉),     -   at least two adjacent R₁, R₂, R₁₀, R₂₀, R₃₀, R₄₀, or R₅₀ groups         may optionally be bound together to form a substituted or         unsubstituted C₅-C₃₀ carbocyclic group or a substituted or         unsubstituted C₁-C₃₀ heterocyclic group,     -   b1 may be an integer from 1 to 5, and when b1 is 2 or greater,         at least two R₁ groups may be identical to or different from         each other,     -   b10, b20, b30, and b50 may each independently be an integer from         1 to 10, b40 may be an integer from 1 to 3,     -   when b10 is 2 or greater, at least two R₁₀ groups may be         identical to or different from each other, when b20 is 2 or         greater, at least two R₂₀ groups may be identical to or         different from each other, when b30 is 2 or greater, at least         two R₃₀ groups may be identical to or different from each other,         when b40 is 2 or greater, at least two R₄₀ groups may be         identical to or different from each other, when b50 is 2 or         greater, at least two R₅₀ groups may be identical to or         different from each other, and     -   at least one substituent of the substituted C₅-C₃₀ carbocyclic         group, the substituted C₁-C₃₀ heterocyclic group, the         substituted C₁-C₆₀ alkyl group, the substituted C₂-C₆₀ alkenyl         group, the substituted C₂-C₆₀ alkynyl group, the substituted         C₁-C₆₀ alkoxy group, the substituted C₃-C₁₀ cycloalkyl group,         the substituted C₁-C₁₀ heterocycloalkyl group, the substituted         C₃-C₁₀ cycloalkenyl group, the substituted C₁-C₁₀         heterocycloalkenyl group, the substituted C₆-C₆₀ aryl group, the         substituted C₆-C₆₀ aryloxy group, the substituted C₆-C₆₀         arylthio group, the substituted C₇-C₆₀ arylalkyl group, the         substituted C₁-C₆₀ heteroaryl group, the substituted C₁-C₆₀         heteroaryloxy group, the substituted C₁-C₆₀ heteroarylthio         group, the substituted C₂-C₆₀ heteroarylalkyl group, the         substituted monovalent non-aromatic condensed polycyclic group,         or the substituted monovalent non-aromatic condensed         heteropolycyclic group may be:     -   deuterium, —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H,         —CFH₂, a hydroxyl group, a cyano group, a nitro group, an         amidino group, a hydrazine group, a hydrazone group, a         carboxylic acid group or a salt thereof, a sulfonic acid group         or a salt thereof, a phosphoric acid group or a salt thereof, a         C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl         group, or a C₁-C₆₀ alkoxy group;     -   a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl         group, and a C₁-C₆₀ alkoxy group, each substituted with at least         one selected from deuterium, —F, —Cl, —Br, —I, —CD₃, —CD₂H,         —CDH₂, —CF₃, —CF₂H, —CFH₂, a hydroxyl group, a cyano group, a         nitro group, an amidino group, a hydrazine group, a hydrazone         group, a carboxylic acid group or a salt thereof, a sulfonic         acid group or a salt thereof, a phosphoric acid group or a salt         thereof, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl         group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl         group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀         arylthio group, a C₇-C₆₀ arylalkyl group, a C₁-C₆₀ heteroaryl         group, a C₁-C₆₀ heteroaryloxy group, a C₁-C₆₀ heteroarylthio         group, a C₂-C₆₀ heteroarylalkyl group, a monovalent non-aromatic         condensed polycyclic group, a monovalent non-aromatic condensed         heteropolycyclic group, —N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅),         —Ge(Q₁₃)(Q₁₄)(Q₁₅), —B(Q₁₆)(Q₁₇), —P(Q₁₈)(Q₁₉), or         —P(═O)(Q₁₈)(Q₁₉);     -   a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a         C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a         C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio         group, a C₁-C₆₀ heteroaryl group, a monovalent non-aromatic         condensed polycyclic group, or a monovalent non-aromatic         condensed heteropolycyclic group;     -   a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a         C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a         C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio         group, a C₁-C₆₀ heteroaryl group, a monovalent non-aromatic         condensed polycyclic group, or a monovalent non-aromatic         condensed heteropolycyclic group, each substituted with at least         one selected from deuterium, —F, —C, —Br, —I, —CD₃, —CD₂H,         —CDH₂, —CF₃, —CF₂H, —CFH₂, a hydroxyl group, a cyano group, a         nitro group, an amidino group, a hydrazine group, a hydrazone         group, a carboxylic acid group or a salt thereof, a sulfonic         acid group or a salt thereof, a phosphoric acid group or a salt         thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀         alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group,         a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a         C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀         aryloxy group, a C₆-C₆₀ arylthio group, a C₇-C₆₀ arylalkyl         group, a C₁—C heteroaryl group, a C₁-C₆₀ heteroaryloxy group, a         C₁-C₆₀ heteroarylthio group, a C₂-C₆₀ heteroarylalkyl group, a         monovalent non-aromatic condensed polycyclic group, a monovalent         non-aromatic condensed heteropolycyclic group, —N(Q₂₁)(Q₂₂),         —Si(Q₂₃)(Q₂₄)(Q₂₅), —Ge(Q₂₃)(Q₂₄)(Q₂₅), —B(Q₂₆)(Q₂₇),         —P(Q₂₈)(Q₂₉), or —P(═O)(Q₂₈)(Q₂₉); or     -   —N(Q₃₁)(Q₃₂), —Si(Q₃₃)(Q₃₄)(Q₃₅), —Ge(Q₃₃)(Q₃₄)(Q₃₅),         —B(Q₃₆)(Q₃₇), —P(Q₃₈)(Q₃₉), or —P(═O)(Q₃₈)(Q₃₉),     -   wherein Q₁ to Q₉, Q₁₁ to Q₁₉, Q₂₁ to Q₂₉, and Q₃₁ to Q₃₉ may         each independently be hydrogen; —F; —Cl; —Br; —I; a hydroxyl         group; a cyano group; a nitro group; an amidino group; a         hydrazine group; a hydrazone group; a carboxylic acid group or a         salt thereof; a sulfonic acid group or a salt thereof; a         phosphoric acid group or a salt thereof; a C₁-C₆₀ alkyl group; a         C₂-C₆₀ alkenyl group; a C₂-C₆₀ alkynyl group; a C₁-C₆₀ alkoxy         group; a C₃-C₁₀ cycloalkyl group; a C₁-C₁₀ heterocycloalkyl         group; a C₃-C₁₀ cycloalkenyl group; a C₁-C₁₀ heterocycloalkenyl         group; a C₆-C₆₀ aryl group; a C₆-C₆₀ aryl group substituted with         a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, or a combination         thereof; a C₆-C₆₀ aryloxy group; a C₆-C₆₀ arylthio group; a         C₇-C₆₀ arylalkyl group; a C₁-C₆₀ heteroaryl group; a C₁-C₆₀         heteroaryloxy group; a C₁-C₆₀ heteroarylthio group; a C₂-C₆₀         heteroarylalkyl group; a monovalent non-aromatic condensed         polycyclic group; or a monovalent non-aromatic condensed         heteropolycyclic group.

In some embodiments, Q₁ to Q₉, Q₁₁ to Q₁₉, Q₂₁ to Q₂₉, and Q₃₁ to Q₃₉ may each independently be hydrogen, —F; —Cl; —Br; —I; a hydroxyl group; a cyano group; a nitro group; an amidino group; a hydrazine group; a hydrazone group; a carboxylic acid group or a salt thereof; a sulfonic acid group or a salt thereof; a phosphoric acid group or a salt thereof; a C₁-C₆₀ alkyl group; a C₂-C₆₀ alkenyl group; a C₂-C₆₀ alkynyl group; a C₁-C₆₀ alkoxy group; a C₃-C₁₀ cycloalkyl group; a C₁-C₁₀ heterocycloalkyl group; a C₃-C₁₀ cycloalkenyl group; a C₁-C₁₀ heterocycloalkenyl group; a C₆-C₆₀ aryl group; a C₆-C₆₀ aryl group substituted with a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, or a combination thereof; a C₆-C₆₀ aryloxy group; a C₆-C₆₀ arylthio group; a C₇-C₆₀ arylalkyl group; a C₁-C₆₀ heteroaryl group; a C₁-C₆₀ heteroaryloxy group; a C₁-C₆₀ heteroarylthio group; a C₂-C₆₀ heteroarylalkyl group; a monovalent non-aromatic condensed polycyclic group; or a monovalent non-aromatic condensed heteropolycyclic group, each except hydrogen, —F, —C, —Br, —I, the hydroxyl group, the cyano group, and the nitro group substituted with at least one of deuterium; —F; —Cl; —Br; —I; a hydroxyl group; a cyano group; a nitro group; an amidino group; a hydrazine group; a hydrazone group; a carboxylic acid group or a salt thereof; a sulfonic acid group or a salt thereof; a phosphoric acid group or a salt thereof; a C₁-C₆₀ alkyl group; a C₂-C₆₀ alkenyl group; a C₂-C₆₀ alkynyl group; a C₁-C₆₀ alkoxy group; a C₃-C₁₀ cycloalkyl group; a C₁-C₁₀ heterocycloalkyl group; a C₃-C₁₀ cycloalkenyl group; a C₁-C₁₀ heterocycloalkenyl group; a C₆-C₆₀ aryl group substituted with a C₁-C₆₀ alkyl group; a C₆-C₆₀ aryl group; or a combination thereof; a C₆-C₆₀ aryloxy group; a C₆-C₆₀ arylthio group; a C₇-C₆₀ arylalkyl group; a C₁-C₆₀ heteroaryl group; a C₁-C₆₀ heteroaryloxy group; a C₁-C₆₀ heteroarylthio group; a C₂-C₆₀ heteroarylalkyl group; a monovalent non-aromatic condensed polycyclic group; or a monovalent non-aromatic condensed heteropolycyclic group.

In some embodiments, Q₁ to Q₉, Q₁₁ to Q₁₉, Q₂₁ to Q₂₉, and Q₃₁ to Q₃₉ may each independently be hydrogen; a C₁-C₆₀ alkyl group; a C₆-C₆₀ aryl group; a C₆-C₆₀ aryloxy group; a C₆-C₆₀ arylthio group; a C₁-C₆₀ heteroaryl group; a monovalent non-aromatic condensed polycyclic group; or a monovalent non-aromatic condensed heteropolycyclic group, each except hydrogen substituted with at least one of deuterium; —F; —Cl; —Br; —I; a hydroxyl group; a cyano group; a nitro group; an amidino group; a hydrazine group; a hydrazone group; a carboxylic acid group or a salt thereof; a sulfonic acid group or a salt thereof; a phosphoric acid group or a salt thereof; a C₁-C₆₀ alkyl group; a C₂-C₆₀ alkenyl group; a C₂-C₆₀ alkynyl group; a C₁-C₆₀ alkoxy group; a C₃-C₁₀ cycloalkyl group; a C₁-C₁₀ heterocycloalkyl group; a C₃-C₁₀ cycloalkenyl group; a C₁-C₁₀ heterocycloalkenyl group; a C₆-C₆₀ aryl group substituted with a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, or a combination thereof; a C₆-C₆₀ aryloxy group; a C₆-C₆₀ arylthio group; a C₇-C₆₀ arylalkyl group; a C₁-C₆₀ heteroaryl group; a C₁-C₆₀ heteroaryloxy group; a C₁-C₆₀ heteroarylthio group; a C₂-C₆₀ heteroarylalkyl group; a monovalent non-aromatic condensed polycyclic group; or a monovalent non-aromatic condensed heteropolycyclic group.

According to an aspect of another embodiment, an organic light-emitting device may include: a first electrode; a second electrode; and an organic layer disposed between the first electrode and the second electrode, the organic layer including an emission layer and at least one of the organometallic compounds.

According to an aspect of still another embodiment, a diagnostic composition may include at least one organometallic compound represented by Formula 1.

BRIEF DESCRIPTION OF THE DRAWINGS

These and/or other aspects will become apparent and more readily appreciated from the following description of the embodiments, taken in conjunction with the accompanying drawings in which:

The FIGURE is a schematic cross-sectional view of an organic light-emitting device according to an embodiment.

DETAILED DESCRIPTION

Reference will now be made in detail to embodiments, examples of which are illustrated in the accompanying drawings, wherein like reference numerals refer to like elements throughout. In this regard, the present embodiments may have different forms and should not be construed as being limited to the descriptions set forth herein.

Accordingly, the embodiments are merely described below, by referring to the FIGURES, to explain aspects. As used herein, the term “and/or” includes any and all combinations of one or more of the associated listed items. Expressions such as “at least one of,” when preceding a list of elements, modify the entire list of elements and do not modify the individual elements of the list.

It will be understood that when an element is referred to as being “on” another element, it can be directly in contact with the other element or intervening elements may be present therebetween. In contrast, when an element is referred to as being “directly on” another element, there are no intervening elements present.

It will be understood that, although the terms first, second, third etc. may be used herein to describe various elements, components, regions, layers, and/or sections, these elements, components, regions, layers, and/or sections should not be limited by these terms. These terms are only used to distinguish one element, component, region, layer, or section from another element, component, region, layer, or section. Thus, a first element, component, region, layer, or section discussed below could be termed a second element, component, region, layer, or section without departing from the teachings of the present embodiments.

The terminology used herein is for the purpose of describing particular embodiments only and is not intended to be limiting. As used herein, the singular forms “A” “an,” and “the” are intended to include the plural forms as well, unless the context clearly indicates otherwise.

The term “or” means “and/or.” It will be further understood that the terms “comprises” and/or “comprising,” or “includes” and/or “including” when used in this specification, specify the presence of stated features, regions, integers, steps, operations, elements, and/or components, but do not preclude the presence or addition of one or more other features, regions, integers, steps, operations, elements, components, and/or groups thereof.

Unless otherwise defined, all terms (including technical and scientific terms) used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this general inventive concept belongs. It will be further understood that terms, such as those defined in commonly used dictionaries, should be interpreted as having a meaning that is consistent with their meaning in the context of the relevant art and the present disclosure, and will not be interpreted in an idealized or overly formal sense unless expressly so defined herein.

Exemplary embodiments are described herein with reference to a cross section illustration that is a schematic illustration of one or more idealized embodiments. As such, variations from the shapes of the illustration as a result, for example, of manufacturing techniques and/or tolerances, are to be expected. Thus, embodiments described herein should not be construed as limited to the particular shapes of regions as illustrated herein but are to include deviations in shapes that result, for example, from manufacturing. For example, a region illustrated or described as flat may, typically, have rough and/or nonlinear features. Moreover, sharp angles that are illustrated may be rounded. Thus, the regions illustrated in the FIGURE are schematic in nature and their shapes are not intended to illustrate the precise shape of a region and are not intended to limit the scope of the present claims.

“About” or “approximately” as used herein is inclusive of the stated value and means within an acceptable range of deviation for the particular value as determined by one of ordinary skill in the art, considering the measurement in question and the error associated with measurement of the particular quantity (i.e., the limitations of the measurement system). For example, “about” can mean within one or more standard deviations, or within ±30%, 20%, 10%, 5% of the stated value.

An aspect of the present disclosure provides an organometallic compound that may be represented by Formula 1:

wherein, in Formula 1, M₁ may be beryllium (Be), magnesium (Mg), aluminum (A), calcium (Ca), titanium (Ti), manganese (Mn), cobalt (Co), copper (Cu), zinc (Zn), gallium (Ga), germanium (Ge), zirconium (Zr), ruthenium (Ru), rhodium (Rh), palladium (Pd), silver (Ag), rhenium (Re), platinum (Pt), or gold (Au).

In some embodiments, M₁ may be Pd, Pt, or Au, but embodiments are not limited thereto.

In Formula 1, A₁ to A₃ may each independently be a C₅-C₃₀ carbocyclic group or a C₁-C₃₀ heterocyclic group.

In some embodiments, A₁ to A₃ may each independently be selected from a benzene group, a naphthalene group, an anthracene group, a phenanthrene group, a triphenylene group, a pyrene group, a chrysene group, a cyclopentadiene group, a 1,2,3,4-tetrahydronaphthalene group, a furan group, a thiophene group, a silole group, an indene group, a fluorene group, an indole group, a carbazole group, a benzofuran group, a dibenzofuran group, a benzothiophene group, a dibenzothiophene group, a benzosilole group, a dibenzosilole group, an azafluorene group, an azacarbazole group, an azadibenzofuran group, an azadibenzothiophene group, an azadibenzosilole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a phenanthroline group, a pyrrole group, a pyrazole group, an imidazole group, a triazole group, a tetrazole group, an oxazole group, an isooxazole group, a thiazole group, an isothiazole group, an oxadiazole group, a thiadiazole group, a benzopyrazole group, a benzimidazole group, an indazole group, a benzoxazole group, a benzothiazole group, a benzoxadiazole group, a benzothiadiazole group, a benzotriazole group, a diazaindene group, a triazaindene group, a 5,6,7,8-tetrahydroisoquinoline group, and a 5,6,7,8-tetrahydroquinoline group.

In some embodiments, ring A₁ and ring A₃ may each independently be selected from a benzene group, a naphthalene group, a 1,2,3,4-tetrahydronaphthalene group, a fluorene group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, and a dibenzosilole group.

In Formula 1, A₄ may be a 5-membered heterocyclic group.

In some embodiments, A₄ may be selected from a cyclopentadiene group, a furan group, a thiophene group, a pyrrole group, a silole group, an oxazole group, an isoxazole group, an oxadiazole group, an isooxadiazole group, an oxatriazole group, an isooxatriazole group, a thiazole group, an isothiazole group, a thiadiazole group, an isothiadiazole group, a thiatriazole group, an isothiatriazole group, a pyrazole group, an imidazole group, a triazole group, a tetrazole group, an azasilole group, a diazasilole group, and a triazasilole group.

In some embodiments, A₄ may be a pyrrolyl group, a pyrazolyl group, an imidazolyl group, a triazolyl group, or a tetrazolyl group.

In Formula 1, A₅ may be at least two rings of a C₇-C₃₀ carbocyclic group including a 6-membered carbocyclic group, or A₅ is at least two rings of a C₁-C₃₀ heterocyclic group including a 6-membered carbocyclic group or a 6-membered heterocyclic group.

In some embodiments, the 6-membered carbocyclic group may be a cyclohexane group or a benzene group. In some embodiments, the 6-membered carbocyclic group may be a benzene group. It is to be understood that a “6-membered carbocyclic group” refers to a 6-membered carbocyclic ring in the structure of A₅.

In some embodiments, the 6-membered heterocyclic group may be selected from a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, and a triazine group. In some embodiments, the 6-membered heterocyclic group may be a pyridine group. It is to be understood that a “6-membered heterocyclic group” refers to a 6-membered heterocyclic ring in the structure of A₅.

In some embodiments, A₅ may be a group represented by any one of Formulae A5-1 to A5-6:

-   -   wherein, in Formulae A5-1 to A5-6,     -   Y₅₁ may be *—O—*′, *—S—*′, *—N(R₅)—*′, *—C(R₅)(R₆)—*′,         *—Si(R₅)(R₆)—*′, *—B(R₅)—*′, *—P(R₅)—*′,or *—P(═O)(R₅)—*′,         wherein * and *′ each indicate a binding site to an adjacent         atom,     -   R₅ and R₆ may respectively be understood by referring to the         descriptions of R₁ and R₂ provided herein,     -   X₄₂ and X₄₃ may respectively be understood by referring to the         descriptions of X₄₂ and X₄₃ provided herein, and     -   X₅₁ may be C(R₅₁) or N, X₅₂ may be C(R₅₂) or N, X₅₃ may be         C(R₅₃) or N, X₅₄ may be C(R₅₄) or N, X₅₅ may be C(R₅₅) or N, X₅₆         may be C(R₅₆) or N, and     -   R₅₁ to R₅₆ may each independently be understood by referring to         the description of R₅₀ provided herein.

In some embodiments, X₅₁ to X₅₆ may each be CH.

In some embodiments, at least one of X₅₁ to X₅₆ may be N.

In some embodiments, one of X₅₁ to X₅₆ may be N.

In Formula 1, X₁₀, X₂₀, X₃₀, and X₄ to X₄₄ may each independently be C or N.

In some embodiments, X₁₀ may be N, and X₂₀, X₃₀, and X₄₀ may each be C.

In some embodiments, X₄ in A₄ may be C, and X₄₁ and X₄₄ may each be N.

In some embodiments, X₄₂ and X₄₃ in A₄ may each be C.

In some embodiments, a bond between M₁ and X₁₀, a bond between M₁ and X₂₀, a bond between M₁ and X₃₀, and a bond between M₁ and X₄ may each independently be a coordinate bond or a covalent bond.

In Formula 1, at least two of a bond between M₁ and X₁₀, a bond between M₁ and X₂₀, a bond between M₁ and X₃₀, or a bond between M₁ and X₄₀ may each be a covalent bond, and the other two bonds may each be a coordinate bond. The organometallic compound represented by Formula 1 may be electrically neutral.

In some embodiments, a bond between M₁ and X₁₀ may be a coordinate bond, a bond between M₁ and X₂₀ may be a covalent bond, a bond between M₁ and X₃₀ may be a covalent bond, and a bond between M₁ and X₄₀ may be a coordinate bond.

In Formula 1, T₁ to T₃ may each independently be a single bond, *—N[(L₁)_(a1)-(R₁)_(b1)]—*′, *—B(R₁)—*′, *—P(R₁)—*′, *—C(R₁)(R₂)—*′, *—Si(R₁)(R₂)—*′, *—Ge(R₁)(R₂)—*′, *—S—*′, *—Se—*, *—O—*′, *—C(═O)—*′, *—S(═O)—*′, *—S(═O)₂—*, *—C(R₁)═*, *═C(R₁)—*, *—C(R₁)═C(R₂)—*, *—C(═S)—*′, or *—C≡C—*′, wherein * and *′ each indicate a binding site to an adjacent atom. R₁ and R₂ may respectively be understood by referring to the descriptions of R₁ and R₂ provided herein.

In some embodiments, T₁ to T₃ may each independently be *—N[(L₁)_(a1)-(R₁)_(b1)]—*, *—C(R₁)(R₂)—*′, *—Si(R₁)(R₂)—*′, *—O—*′, or *—S—*′. In some embodiments, T₁ may be *—N[(L₁)_(a1)-(R₁)_(b1)]—*′, *—O—*′, or *—S—*′, wherein * and *′ each indicate a binding site to an adjacent atom.

In Formula 1, n1 to n3 may each independently be an integer from 1 to 3.

In some embodiments, n1 to n3 may each independently be 1 or 2.

In some embodiments, n1 to n3 may each be 1.

In Formula 1, L₁ may be a single bond, a substituted or unsubstituted C₅-C₃₀ carbocyclic group, or a substituted or unsubstituted C₁-C₃ heterocyclic group.

In some embodiments, L₁ may be:

a phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, an azulenylene group, a heptalenylene group, an acenaphthylene group, a fluorenylene group, a phenalenylene group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a triphenylenylene group, a pyrenylene group, a chrysenylenylene group, a naphthacenylene group, a picenylene group, a perylenylene group, or a pentacenylene group; or

a phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, an azulenylene group, a heptalenylene group, an acenaphthylene group, a fluorenylene group, a phenalenylene group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a triphenylenylene group, a pyrenylene group, a chrysenylenylene group, a naphthacenylene group, a picenylene group, a perylenylene group, or a pentacenylene group, each substituted with at least one of deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group.

In Formula 1, a1 may be an integer from 1 to 3, and when a1 is 2 or greater, at least two L₁ groups may be identical to or different from each other. In some embodiments, a1 may be 1 or 2.

In Formula 1, R₁, R₂, R₁₀, R₂₀, R₃₀, R₄₀, and R₅₀ may each independently be hydrogen, deuterium, —F, —C, —Br, —I, —SF₅, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a substituted or unsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, a substituted or unsubstituted C₇-C₆₀ arylalkyl group, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstituted C₁-C₆₀ heteroaryloxy group, a substituted or unsubstituted C₁-C₆₀ heteroarylthio group, a substituted or unsubstituted C₂-C₆₀ heteroarylalkyl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —N(Q₁)(Q₂), —Si(Q₃)(Q₄)(Q₅), —Ge(Q₃)(Q₄)(Q₅), —B(Q₆)(Q₇), —P(Q₈)(Q₉), or —P(═O)(Q₈)(Q₉).

At least two adjacent groups R₁, R₂, R₁₀, R₂₀, R₃₀, R₄₀, or R₅₀ may optionally be bound together to form a substituted or unsubstituted C₅-C₃₀ carbocyclic group or a substituted or unsubstituted C₁-C₃₀ heterocyclic group, for example any two or more adjacent groups R₁, R₂, R₁₀, R₂₀, R₃₀, R₄₀, or R₅₀ may optionally be bound together through a single bond, a double bond, or a first linking group to form a substituted or unsubstituted C₅-C₃₀ carbocyclic group or a substituted or unsubstituted C₁-C₃₀ heterocyclic group. In some embodiments, the substituted C₅-C₃₀ carbocyclic group and the substituted C₁-C₃₀ heterocyclic group may each independently be substituted with at least one R_(10a). R_(10a) may be understood by referring to the description of R₁ provided herein. For example, two adjacent groups R₁, R₂, R₁₀, R₂₀, R₃₀, R₄₀, and R₅₀ optionally may together form a fluorene group, a xanthene group, or an acridine group, each unsubstituted or substituted with at least one R_(10a).

The first linking group may be *—N(R₃)—*′, *—B(R₃)—*′, *—P(R₃)—*′, *—C(R₃)(R₄)—*′, *—Si(R₃)(R₄)—*′, *—Ge(R₃)(R₄)—*′, *—S—*′, *—Se—*′, *—O—*′, *—C(═O)—*′, *—S(═O)—*′, *—S(═O)₂—*′, *—C(R₃)═*′, *═C(R₃)—*′, *—C(R₃)═C(R₄)—*′, *—C(═S)—*′, or *—C≡C—*′, R₃ and R₄ may each be understood by referring to the description of R₁ provided herein, and * and *′ may each indicate a binding site to an adjacent atom.

In Formula 1, b1 may be an integer from 1 to 5, and when b1 is 2 or greater, at least two R₁ groups may be identical to or different from each other. In some embodiments, b1 may be 1, 2, or 3.

In Formula 1, b10, b20, b30, and b50 may each independently be an integer from 1 to 10, b40 may be an integer from 1 to 3, and when b10 is 2 or greater, at least two R₁₀ groups may be identical to or different from each other, when b20 is 2 or greater, at least two R₂₀ groups may be identical to or different from each other, when b30 is 2 or greater, at least two R₃₀ groups may be identical to or different from each other, when b40 is 2 or greater, at least two R₄ groups may be identical to or different from each other, when b50 is 2 or greater, at least two R₅₀ groups may be identical to or different from each other.

In some embodiments, R₁, R₂, R₁₀, R₂₀, R₃₀, R₄₀, and R₅₀ may each independently be:

-   -   hydrogen, deuterium, —F, —C, —Br, —I, a hydroxyl group, a cyano         group, a nitro group, an amino group, an amidino group, a         hydrazine group, a hydrazone group, a carboxylic acid group or a         salt thereof, a sulfonic acid group or a salt thereof, a         phosphoric acid group or a salt thereof, —SF₅, a C₁-C₂₀ alkyl         group, or a C₁-C₂₀ alkoxy group;     -   a C₁-C₂₀ alkyl group or a C₁-C₂₀ alkoxy group, each substituted         with at least one of deuterium, —F, —C, —Br, —I, —CD₃, —CD₂H,         —CDH₂, —CF₃, —CF₂H, —CFH₂, a hydroxyl group, a cyano group, a         nitro group, an amino group, an amidino group, a hydrazine         group, a hydrazone group, a carboxylic acid group or a salt         thereof, a sulfonic acid group or a salt thereof, a phosphoric         acid group or a salt thereof, a C₁-C₁₀ alkyl group, a         cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a         cyclooctyl group, an adamantanyl group, a norbornanyl group, a         norbornenyl group, a cyclopentenyl group, a cyclohexenyl group,         a cycloheptenyl group, a phenyl group, a naphthyl group, a         pyridinyl group, or a pyrimidinyl group;     -   a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a         cyclooctyl group, an adamantanyl group, a norbornanyl group, a         norbornenyl group, a cyclopentenyl group, a cyclohexenyl group,         a cycloheptenyl group, a phenyl group, a naphthyl group, a         fluorenyl group, a phenanthrenyl group, an anthracenyl group, a         fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a         chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl         group, an imidazolyl group, a pyrazolyl group, a thiazolyl         group, an isothiazolyl group, an oxazolyl group, an isoxazolyl         group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl         group, a pyridazinyl group, an isoindolyl group, an indolyl         group, an indazolyl group, a purinyl group, a quinolinyl group,         an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl         group, a quinazolinyl group, a cinnolinyl group, a carbazolyl         group, a phenanthrolinyl group, a benzimidazolyl group, a         benzofuranyl group, a benzothiophenyl group, an         isobenzothiazolyl group, a benzoxazolyl group, an         isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an         oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a         dibenzothiophenyl group, a benzocarbazolyl group, a         dibenzocarbazolyl group, an imidazopyridinyl group, or an         imidazopyrimidinyl group;     -   a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a         cyclooctyl group, an adamantanyl group, a norbornanyl group, a         norbornenyl group, a cyclopentenyl group, a cyclohexenyl group,         a cycloheptenyl group, a phenyl group, a naphthyl group, a         fluorenyl group, a phenanthrenyl group, an anthracenyl group, a         fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a         chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl         group, an imidazolyl group, a pyrazolyl group, a thiazolyl         group, an isothiazolyl group, an oxazolyl group, an isoxazolyl         group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl         group, a pyridazinyl group, an isoindolyl group, an indolyl         group, an indazolyl group, a purinyl group, a quinolinyl group,         an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl         group, a quinazolinyl group, a cinnolinyl group, a carbazolyl         group, a phenanthrolinyl group, a benzimidazolyl group, a         benzofuranyl group, a benzothiophenyl group, an         isobenzothiazolyl group, a benzoxazolyl group, an         isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an         oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a         dibenzothiophenyl group, a benzocarbazolyl group, a         dibenzocarbazolyl group, an imidazopyridinyl group, or an         imidazopyrimidinyl group, each substituted with at least one of         deuterium, —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H,         —CFH₂, a hydroxyl group, a cyano group, a nitro group, an amino         group, an amidino group, a hydrazine group, a hydrazone group, a         carboxylic acid group or a salt thereof, a sulfonic acid group         or a salt thereof, a phosphoric acid group or a salt thereof, a         C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group,         a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an         adamantanyl group, a norbornanyl group, a norbornenyl group, a         cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl         group, a phenyl group, a naphthyl group, a fluorenyl group, a         phenanthrenyl group, an anthracenyl group, a fluoranthenyl         group, a triphenylenyl group, a pyrenyl group, a chrysenyl         group, a pyrrolyl group, a thiophenyl group, a furanyl group, an         imidazolyl group, a pyrazolyl group, a thiazolyl group, an         isothiazolyl group, an oxazolyl group, an isoxazolyl group, a         pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a         pyridazinyl group, an isoindolyl group, an indolyl group, an         indazolyl group, a purinyl group, a quinolinyl group, an         isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl         group, a quinazolinyl group, a cinnolinyl group, a carbazolyl         group, a phenanthrolinyl group, a benzimidazolyl group, a         benzofuranyl group, a benzothiophenyl group, an         isobenzothiazolyl group, a benzoxazolyl group, an         isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an         oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a         dibenzothiophenyl group, a benzocarbazolyl group, a         dibenzocarbazolyl group, an imidazopyridinyl group, or an         imidazopyrimidinyl group; or     -   —N(Q₁)(Q₂), —Si(Q₃)(Q₄)(Q₅), —Ge(Q₃)(Q₄)(Q₅), —B(Q₆)(Q₇),         —P(Q₈)(Q₉), or —P(═O)(Q₈)(Q₉),     -   wherein Q₁ to Q₉ may each independently be:     -   —CH₃, —CD₃, —CD₂H, —CDH₂, —CH₂CH₃, —CH₂CD₃, —CH₂CD₂H, —CH₂CDH₂,         —CHDCH₃, —CHDCD₂H, —CHDCDH₂, —CHDCD₃, —CD₂CD₃, —CD₂CD₂H, or         —CD₂CDH₂;     -   an n-propyl group, an iso-propyl group, an n-butyl group, an         iso-butyl group, a sec-butyl group, a tert-butyl group, an         n-pentyl group, an iso-pentyl group, a sec-pentyl group, a         tert-pentyl group, a phenyl group, or a naphthyl group; or     -   an n-propyl group, an iso-propyl group, an n-butyl group, an         isobutyl group, a sec-butyl group, a tert-butyl group, an         n-pentyl group, an isopentyl group, a sec-pentyl group, a         tert-pentyl group, a phenyl group, or a naphthyl group, each         substituted with at least one of deuterium, a C₁-C₁₀ alkyl         group, or a phenyl group.

In some embodiments, R₁ and R₂ may each independently be:

-   -   a C₁-C₃₀ alkyl group;     -   a C₁-C₃₀ alkyl group substituted with at least one of deuterium,         —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a         hydroxyl group, a cyano group, a nitro group, an amino group, an         amidino group, a hydrazine group, a hydrazone group, a         carboxylic acid group or a salt thereof, a sulfonic acid group         or a salt thereof, a phosphoric acid group or a salt thereof, a         C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a cyclopentyl group,         a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an         adamantanyl group, a norbornanyl group, a norbornenyl group, a         cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl         group, a phenyl group, a naphthyl group, a pyridinyl group, or a         pyrimidinyl group;     -   a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a         cyclooctyl group, an adamantanyl group, a norbornanyl group, a         norbornenyl group, a cyclopentenyl group, a cyclohexenyl group,         a cycloheptenyl group, a phenyl group, a naphthyl group, a         fluorenyl group, a phenanthrenyl group, an anthracenyl group, a         fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a         chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl         group, an imidazolyl group, a pyrazolyl group, a thiazolyl         group, an isothiazolyl group, an oxazolyl group, an isoxazolyl         group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl         group, a pyridazinyl group, an isoindolyl group, an indolyl         group, an indazolyl group, a purinyl group, a quinolinyl group,         an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl         group, a quinazolinyl group, a cinnolinyl group, a carbazolyl         group, a phenanthrolinyl group, a benzoimidazolyl group, a         benzofuranyl group, a benzothiophenyl group, an         isobenzothiazolyl group, a benzoxazolyl group, an         isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an         oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a         dibenzothiophenyl group, a benzocarbazolyl group, a         dibenzocarbazolyl group, an imidazopyridinyl group, or an         imidazopyrimidinyl group; or     -   a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a         cyclooctyl group, an adamantanyl group, a norbornanyl group, a         norbornenyl group, a cyclopentenyl group, a cyclohexenyl group,         a cycloheptenyl group, a phenyl group, a naphthyl group, a         fluorenyl group, a phenanthrenyl group, an anthracenyl group, a         fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a         chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl         group, an imidazolyl group, a pyrazolyl group, a thiazolyl         group, an isothiazolyl group, an oxazolyl group, an isoxazolyl         group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl         group, a pyridazinyl group, an isoindolyl group, an indolyl         group, an indazolyl group, a purinyl group, a quinolinyl group,         an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl         group, a quinazolinyl group, a cinnolinyl group, a carbazolyl         group, a phenanthrolinyl group, a benzimidazolyl group, a         benzofuranyl group, a benzothiophenyl group, an         isobenzothiazolyl group, a benzoxazolyl group, an         isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an         oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a         dibenzothiophenyl group, a benzocarbazolyl group, a         dibenzocarbazolyl group, an imidazopyridinyl group, or an         imidazopyrimidinyl group, each substituted with at least one of         deuterium, —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H,         —CFH₂, a hydroxyl group, a cyano group, a nitro group, an amino         group, an amidino group, a hydrazine group, a hydrazone group, a         carboxylic acid group or a salt thereof, a sulfonic acid group         or a salt thereof, a phosphoric acid group or a salt thereof, a         C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a cyclopentyl group,         a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an         adamantanyl group, a norbornanyl group, a norbornenyl group, a         cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl         group, a phenyl group, a naphthyl group, a pyridinyl group, or a         pyrimidinyl group.

In some embodiments, R₁, R₂, R₁₀, R₂₀, R₃₀, R₄₀, and R₅₀ may each independently be:

-   -   hydrogen, deuterium, —F, a cyano group, a nitro group, —SF₅, a         methyl group, an ethyl group, an n-propyl group, an iso-propyl         group, an n-butyl group, an isobutyl group, a sec-butyl group, a         tert-butyl group, an n-pentyl group, an isopentyl group, a         sec-pentyl group, a tert-pentyl group, an n-hexyl group, an         iso-hexyl group, a sec-hexyl group, a tert-hexyl group, an         n-heptyl group, an iso-heptyl group, a sec-heptyl group, a         tert-heptyl group, an n-octyl group, an iso-octyl group, a         sec-octyl group, a tert-octyl group, an n-nonyl group, an         iso-nonyl group, a sec-nonyl group, a tert-nonyl group, an         n-decyl group, an iso-decyl group, a sec-decyl group, a         tert-decyl group, a methoxy group, an ethoxy group, a propoxy         group, a butoxy group, a pentoxy group, a cyclopentyl group, a         cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an         adamantanyl group, a norbornanyl group, a norbornenyl group, a         cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl         group, a phenyl group, a naphthyl group, a pyridinyl group, a         pyrimidinyl group, a carbazolyl group, a dibenzofuranyl group,         or a dibenzothiophenyl group;     -   a methyl group, an ethyl group, an n-propyl group, an iso-propyl         group, an n-butyl group, an iso-butyl group, a sec-butyl group,         a tert-butyl group, an n-pentyl group, an iso-pentyl group, a         sec-pentyl group, a tert-pentyl group, an n-hexyl group, an         iso-hexyl group, a sec-hexyl group, a tert-hexyl group, an         n-heptyl group, an iso-heptyl group, a sec-heptyl group, a         tert-heptyl group, an n-octyl group, an iso-octyl group, a         sec-octyl group, a tert-octyl group, an n-nonyl group, an         iso-nonyl group, a sec-nonyl group, a tert-nonyl group, an         n-decyl group, an iso-decyl group, a sec-decyl group, a         tert-decyl group, a methoxy group, an ethoxy group, a propoxy         group, a butoxy group, a pentoxy group, a cyclopentyl group, a         cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an         adamantanyl group, a norbornanyl group, a norbornenyl group, a         cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl         group, a phenyl group, a naphthyl group, a pyridinyl group, a         pyrimidinyl group, a carbazolyl group, a dibenzofuranyl group,         or a dibenzothiophenyl group, each substituted with at least one         of deuterium, —F, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a         cyano group, a nitro group, a C₁-C₁₀ alkyl group, a C₁-C₁₀         alkoxy group, a cyclopentyl group, a cyclohexyl group, a         cycloheptyl group, a cyclooctyl group, an adamantanyl group, a         norbornanyl group, a norbornenyl group, a cyclopentenyl group, a         cyclohexenyl group, a cycloheptenyl group, a phenyl group, a         naphthyl group, a pyridinyl group, a pyrimidinyl group, a         carbazolyl group, a dibenzofuranyl group, or a dibenzothiophenyl         group; or     -   —N(Q₁)(Q₂), —Si(Q₃)(Q₄)(Q₅), —Ge(Q₃)(Q₄)(Q₅), —B(Q₆)(Q₇),         —P(Q₈)(Q₉), or —P(═O)(Q₈)(Q₉),     -   wherein Q₁ to Q₉ may each independently be:     -   —CH₃, —CD₃, —CD₂H, —CDH₂, —CH₂CH₃, —CH₂CD₃, —CH₂CD₂H, —CH₂CDH₂,         —CHDCH₃, —CHDCD₂H, —CHDCDH₂, —CHDCD₃, —CD₂CD₃, —CD₂CD₂H, or         —CD₂CDH₂;     -   an n-propyl group, an iso-propyl group, an n-butyl group, an         iso-butyl group, a sec-butyl group, a tert-butyl group, an         n-pentyl group, an iso-pentyl group, a sec-pentyl group, a         tert-pentyl group, a phenyl group, or a naphthyl group; or     -   an n-propyl group, an iso-propyl group, an n-butyl group, an         isobutyl group, a sec-butyl group, a tert-butyl group, an         n-pentyl group, an isopentyl group, a sec-pentyl group, a         tert-pentyl group, a phenyl group, or a naphthyl group, each         substituted with at least one of deuterium, a C₁-C₁₀ alkyl         group, or a phenyl group.

In some embodiments, R₁, R₂, R₁₀, R₂₀, R₃₀, R₄₀, and R₅₀ may each independently be: hydrogen, deuterium, —F, a cyano group, a nitro group, —SF₅, —CH₃, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a group represented by any one of Formulae 9-1 to 9-19, or a group represented by any one of Formulae 10-1 to 10-194:

wherein, in Formulae 9-1 to 9-19 and 10-1 to 10-194, * indicates a binding site to an adjacent atom, “Ph” indicates a phenyl group, and “TMS” indicates a trimethylsilyl group.

In some embodiments, at least one R₁₀ may be any one of Formulae 9-1 to 9-19.

In some embodiments, at least one R₄₀ may be any one of Formulae 9-1 to 9-19 or Formulae 10-1 to 10-194.

In some embodiments, at least one of R₁, R₂, R₁₀, R₂₀, R₃₀, R₄₀, or R₅₀ may be:

-   -   a C₁-C₃₀ alkyl group; or     -   a C₁-C₃₀ alkyl group substituted with at least one of deuterium,         —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a         hydroxyl group, a cyano group, a nitro group, an amino group, an         amidino group, a hydrazine group, a hydrazone group, a         carboxylic acid group or a salt thereof, a sulfonic acid group         or a salt thereof, a phosphoric acid group or a salt thereof, a         C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a cyclopentyl group,         a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an         adamantanyl group, a norbornanyl group, a norbornenyl group, a         cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl         group, a phenyl group, a naphthyl group, a pyridinyl group, or a         pyrimidinyl group;     -   a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a         cyclooctyl group, an adamantanyl group, a norbornanyl group, a         norbornenyl group, a cyclopentenyl group, a cyclohexenyl group,         a cycloheptenyl group, a phenyl group, a naphthyl group, a         fluorenyl group, a phenanthrenyl group, an anthracenyl group, a         fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a         chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl         group, an imidazolyl group, a pyrazolyl group, a thiazolyl         group, an isothiazolyl group, an oxazolyl group, an isoxazolyl         group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl         group, a pyridazinyl group, an isoindolyl group, an indolyl         group, an indazolyl group, a purinyl group, a quinolinyl group,         an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl         group, a quinazolinyl group, a cinnolinyl group, a carbazolyl         group, a phenanthrolinyl group, a benzimidazolyl group, a         benzofuranyl group, a benzothiophenyl group, an         isobenzothiazolyl group, a benzoxazolyl group, an         isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an         oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a         dibenzothiophenyl group, a benzocarbazolyl group, a         dibenzocarbazolyl group, an imidazopyridinyl group, or an         imidazopyrimidinyl group; or     -   a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a         cyclooctyl group, an adamantanyl group, a norbornanyl group, a         norbornenyl group, a cyclopentenyl group, a cyclohexenyl group,         a cycloheptenyl group, a phenyl group, a naphthyl group, a         fluorenyl group, a phenanthrenyl group, an anthracenyl group, a         fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a         chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl         group, an imidazolyl group, a pyrazolyl group, a thiazolyl         group, an isothiazolyl group, an oxazolyl group, an isoxazolyl         group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl         group, a pyridazinyl group, an isoindolyl group, an indolyl         group, an indazolyl group, a purinyl group, a quinolinyl group,         an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl         group, a quinazolinyl group, a cinnolinyl group, a carbazolyl         group, a phenanthrolinyl group, a benzimidazolyl group, a         benzofuranyl group, a benzothiophenyl group, an         isobenzothiazolyl group, a benzoxazolyl group, an         isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an         oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a         dibenzothiophenyl group, a benzocarbazolyl group, a         dibenzocarbazolyl group, an imidazopyridinyl group, or an         imidazopyrimidinyl group, each substituted with at least one of         deuterium, —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H,         —CFH₂, a hydroxyl group, a cyano group, a nitro group, an amino         group, an amidino group, a hydrazine group, a hydrazone group, a         carboxylic acid group or a salt thereof, a sulfonic acid group         or a salt thereof, a phosphoric acid group or a salt thereof, a         C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group,         a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an         adamantanyl group, a norbornanyl group, a norbornenyl group, a         cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl         group, a phenyl group, a naphthyl group, a fluorenyl group, a         phenanthrenyl group, an anthracenyl group, a fluoranthenyl         group, a triphenylenyl group, a pyrenyl group, a chrysenyl         group, a pyrrolyl group, a thiophenyl group, a furanyl group, an         imidazolyl group, a pyrazolyl group, a thiazolyl group, an         isothiazolyl group, an oxazolyl group, an isoxazolyl group, a         pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a         pyridazinyl group, an isoindolyl group, an indolyl group, an         indazolyl group, a purinyl group, a quinolinyl group, an         isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl         group, a quinazolinyl group, a cinnolinyl group, a carbazolyl         group, a phenanthrolinyl group, a benzimidazolyl group, a         benzofuranyl group, a benzothiophenyl group, an         isobenzothiazolyl group, a benzoxazolyl group, an         isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an         oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a         dibenzothiophenyl group, a benzocarbazolyl group, a         dibenzocarbazolyl group, an imidazopyridinyl group, or an         imidazopyrimidinyl group.

In Formula 1, b1, b10, b20, b30, b40, and b50 may each respectively indicate the number of R₁ groups, R₁₀ groups, R₂₀ groups, R₃₀ groups, R₄₀ groups, and R₅₀ groups, wherein b1 may be an integer from 1 to 5, when b1 is 2 or greater, at least two R₁(s) may be identical to or different from each other, b10, b20, b30, and b50 are each independently an integer from 1 to 10, b40 is an integer from 1 to 3, when b10 is 2 or greater, at least two R₁₀ groups may be identical to or different from each other, when b20 is 2 or greater, at least two R₂₀ groups may be identical to or different from each other, when b30 is 2 or greater, at least two R₃₀ groups may be identical to or different from each other, when b40 is 2 or greater, at least two R₄₀ groups are identical to or different from each other, when b50 is 2 or greater, at least two R₅₀ groups may be identical to or different from each other.

In some embodiments, b10 and b40 may each independently be an integer from 1 to 4, and b20 and b30 may each independently be an integer from 1 to 3.

In some embodiments, at least two selected from R₁, R₂, R₁₀, R₂₀, R₃₀, R₄₀, and R₅₀ may optionally be bound together to form a substituted or unsubstituted C₅-C₃₀ carbocyclic group or a substituted or unsubstituted C₁-C₃₀ heterocyclic group.

In some embodiments, in Formula 1, when b10 is 2 or greater, at least two R₁₀ groups may optionally be bound together to form a cyclopentane group, a cyclopentadiene group, a furan group, a thiophene group, a pyrrole group, a silole group, an adamantane group, a norbornane group, a norbornene group, a cyclohexane group, a cyclohexene group, a benzene group, a naphthalene group, an indene group, an indole group, a benzofuran group, a benzothiophene group, a benzosilole group, a fluorene group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, or a dibenzosilole group, each unsubstituted or substituted with at least one R_(10a).

In some embodiments, in Formula 1, when b20 is 2 or greater, at least two R₂₀ groups may optionally be bound together to form a cyclopentane group, a cyclopentadiene group, a furan group, a thiophene group, a pyrrole group, a silole group, an adamantane group, a norbornane group, a norbornene group, a cyclohexane group, a cyclohexene group, a benzene group, a naphthalene group, an indene group, an indole group, a benzofuran group, a benzothiophene group, a benzosilole group, a fluorene group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, or a dibenzosilole group, each unsubstituted or substituted with at least one R_(10a).

In some embodiments, in Formula 1, when b30 is 2 or greater, at least two R₃₀ groups may optionally be bound together to form a cyclopentane group, a cyclopentadiene group, a furan group, a thiophene group, a pyrrole group, a silole group, an adamantane group, a norbornane group, a norbornene group, a cyclohexane group, a cyclohexene group, a benzene group, a naphthalene group, an indene group, an indole group, a benzofuran group, a benzothiophene group, a benzosilole group, a fluorene group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, or a dibenzosilole group, each unsubstituted or substituted with at least one R_(10a).

In some embodiments, in Formula 1, when b40 is 2 or greater, at least two R₄₀ groups may optionally be bound together to form a cyclopentane group, a cyclopentadiene group, a furan group, a thiophene group, a pyrrole group, a silole group, an adamantane group, a norbornane group, a norbornene group, a cyclohexane group, a cyclohexene group, a benzene group, a naphthalene group, an indene group, an indole group, a benzofuran group, a benzothiophene group, a benzosilole group, a fluorene group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, or a dibenzosilole group, each unsubstituted or substituted with at least one R_(10a).

In some embodiments, in Formula 1, when b50 is 2 or greater, at least two R₅₀ groups may optionally be bound together to form a cyclopentane group, a cyclopentadiene group, a furan group, a thiophene group, a pyrrole group, a silole group, an adamantane group, a norbornane group, a norbornene group, a cyclohexane group, a cyclohexene group, a benzene group, a naphthalene group, an indene group, an indole group, a benzofuran group, a benzothiophene group, a benzosilole group, a fluorene group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, or a dibenzosilole group, each unsubstituted or substituted with at least one R_(10a).

In some embodiments, in Formula 1, R₁ and R₂ may optionally be bound together to form a cyclopentane group, a cyclopentadiene group, a furan group, a thiophene group, a pyrrole group, a silole group, an adamantane group, a norbornane group, a norbornene group, a cyclohexane group, a cyclohexene group, a benzene group, a naphthalene group, an indene group, an indole group, a benzofuran group, a benzothiophene group, a benzosilole group, a fluorene group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, or a dibenzosilole group, each unsubstituted or substituted with at least one R_(10a).

In some embodiments, in Formula 1, any one of R₁ or R₂ and any one of R₁₀, R₂₀, R₃₀, R₄₀, or R₅₀ may optionally be bound together to form a cyclopentane group, a cyclopentadiene group, a furan group, a thiophene group, a pyrrole group, a silole group, an adamantane group, a norbornane group, a norbornene group, a cyclohexane group, a cyclohexene group, a benzene group, a naphthalene group, an indene group, an indole group, a benzofuran group, a benzothiophene group, a benzosilole group, a fluorene group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, or a dibenzosilole group, each unsubstituted or substituted with at least one R_(10a).

In some embodiments, the organometallic compound represented by Formula 1 may be represented by any one of Formulae 11-1 to 11-6:

wherein, in Formulae 11-1 to 11-6,

-   -   M₁, A₁ to A₃, X₁₀, X₂₀, X₃₀, X₄₂, X₄₃, T to T₃, R₁₀, R₂₀, R₃₀,         R₄₀, R₅₀, b10, b20, and b30 may respectively be understood by         referring to the descriptions of M₁, A₁ to A₃, X₁₀, X₂₀, X₃₀,         X₄₂, X₄₃, T₁ to T₃, R₁₀, R₂₀, R₃₀, R₄₀, R₅₀, b10, b20, and b30         provided herein,     -   Y₅₁ may be *—O—*′, *—S—*′, *—N(R₅)—*′ *—C(R₅)(R₆)—*′,         *—Si(R₅)(R₆)—*′, *—B(R₅)—*″, *—P(R₅)—*′, or *—P(═O)(R₅)—*′,         wherein * and *′ may each indicate a binding site to an adjacent         atom,     -   R₅ and R₆ may respectively be understood by referring to the         descriptions of R and R₂ provided herein,     -   X₅₁ may be C(R₅₁) or N, X₅₂ may be C(R₅₂) or N, X₅₃ may be         C(R₅₃) or N, X₅₄ may be C(R₅₄) or N, X₅₅ may be C(R₅₅) or N, X₅₆         may be C(R₅₆) or N, and R₅₁ to R₅₆ may each independently be         understood by referring to the description of R₅₀ provided         herein.

In some embodiments, the organometallic compound represented by Formula 1 may be represented by any one of Formulae 12-1 to 12-6:

wherein, in Formulae 12-1 to 12-6,

-   -   M₁, X₁₀, X₂₀, X₃₀, X₄₂, X₄₃, R₄₀, and T₂ may respectively be         understood by referring to the descriptions of M₁, X₁₀, X₂₀,         X₃₀, X₄₂, X₄₃, R₄₀, and T₂ provided herein,     -   Y₅₁ may be *—O—*′, *—S—*′, *—N(R₅)—*′, *—C(R₅)(R₆)—*′,         *—Si(R₅)(R₆)—*′, *—B(R₅)—*′, *—P(R₅)—*′, or *—P(═O)(R₅)—*′,         wherein * and *′ may each indicate a binding site to an adjacent         atom,     -   R₅ and R₆ may respectively be understood by referring to the         descriptions of R₁ and R₂ provided herein,     -   X₁₁ may be C(R₁₁) or N, X₁₂ may be C(R₁₂) or N, X₁₃ may be         C(R₁₃) or N, X₁₄ may be C(R₁₄) or N,     -   X₂₁ may be C(R₂₁) or N, X₂₂ may be C(R₂₂) or N, X₂₃ may be         C(R₂₃) or N, X₂₄ may be C(R₂₄) or N, X₂₅ may be C(R₂₅) or N, X₂₆         may be C(R₂₆) or N, and     -   X₃₁ may be C(R₃₁) or N, X₃₂ may be C(R₃₂) or N, X₃₃ may be         C(R₃₃) or N,     -   X₅₁ may be C(R₅₁) or N, X₅₂ may be C(R₅₂) or N, X₅₃ may be         C(R₅₃) or N, X₅₄ may be C(R₅₄) or N, X₅₅ may be C(R₅₅) or N, X₅₆         may be C(R₅₆) or N,     -   R₁₁ to R₁₄ may each independently be understood by referring to         the description of R₁₀ provided herein,     -   R₂₁ to R₂₆ may each independently be understood by referring to         the description of R₂₀ provided herein,     -   R₃₁ to R₃₃ may each independently be understood by referring to         the description of R₃₀ provided herein, and     -   R₅₁ to R₅₆ may each independently be understood by referring to         the description of R₅₀ provided herein.

In one or more embodiments, the organometallic compound may be any one of Compounds 1 to 72, but embodiments are not limited thereto:

The organometallic compound represented by Formula 1 may satisfy the structure of Formula 1, and due to a structure in which A₅, i.e., at least two rings that essentially include a 6-membered ring, is condensed to A₄, i.e., a5-membered heterocyclic group, the organometallic compound is suitable for deep blue light emission. Thus, while not wishing to be bound by theory, an electronic device, e.g., an organic light-emitting device, including the organometallic compound represented by Formula 1 may have excellent luminescent efficiency, excellent color-coordinate, and a low driving voltage.

For example, the highest occupied molecular orbital (HOMO), lowest unoccupied molecular orbital (LUMO), singlet (S₁), and triplet (T₁) energy levels of the organometallic Compounds 1 to 12, 49, A, and were evaluated by using a Gaussian program according to a density functional theory (DFT) method (the molecular structure optimization was performed at a degree of B3LYP, and 6-31 G(d,p)). The results thereof are shown in Table 1, where the values are reported as electron volts (eV).

TABLE 1 Compound HOMO LUMO No. (eV) (eV) T₁ (eV) S₁ (eV) Compound 1 −4.72 −1.37 2.66 2.81 Compound 2 −4.59 −1.24 2.67 2.80 Compound 3 −4.71 −1.42 2.64 2.77 Compound 4 −4.69 −1.37 2.65 2.79 Compound 5 −4.57 −1.23 2.65 2.79 Compound 6 −4.69 −1.42 2.62 2.75 Compound 7 −4.69 −1.34 2.65 2.83 Compound 8 −4.58 −1.16 2.66 2.86 Compound 9 −4.69 −1.40 2.62 2.76 Compound 10 −4.80 −1.59 2.64 2.74 Compound 11 −4.68 −1.37 2.66 2.79 Compound 12 −4.80 −1.61 2.62 2.70 Compound 49 −4.69 −1.31 2.66 2.83 Compound A −4.75 −1.43 2.60 2.76 Compound B −4.84 −1.42 2.60 2.84

Referring to the results of Table 1, due to the high T₁ energy level, the organometallic compound represented by Formula 1 was found to have suitable electrical characteristics for use as an emission layer material in an electronic device, e.g., an organic light-emitting device.

A method of synthesizing the organometallic compound represented by Formula 1 may be apparent to one of ordinary skill in the art by referring to Synthesis Examples provided herein.

The organometallic compound represented by Formula 1 may be suitable for use in an organic layer of an organic light-emitting device, for example, as an emission layer material. Thus, according to another aspect, there is provided an organic light-emitting device that may include a first electrode; a second electrode; and an organic layer disposed between the first electrode and the second electrode, wherein the organic layer includes: an emission layer, and at least one of the organometallic compounds represented by Formula 1.

Since the organic light-emitting device has an organic layer including the organometallic compound represented by Formula 1, the organic light-emitting device may have a low driving voltage, high efficiency, high power, high quantum efficiency, long lifespan, low roll-off, and excellent color purity.

For example, in the organic light-emitting device, the first electrode may be an anode, the second electrode may be a cathode, and the organic layer may further include a hole transport region disposed between the first electrode and the emission layer and an electron transport region disposed between the emission layer and the second electrode, wherein the hole transport region may include a hole injection layer, a hole transport layer, an electron blocking layer, or a combination thereof, and the electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof.

In some embodiments, the organometallic compound represented by Formula 1 may be included in the emission layer.

In the emission layer, the organometallic compound may serve as an emitter. In some embodiments, an emission layer including the organometallic compound represented by Formula 1 may emit phosphorescence produced upon transition of triplet excitons to a ground state of the organometallic compound.

In some embodiments, an emission layer including the organometallic compound represented by Formula 1 may further include a host. The host may be selected from any suitable hosts, and the host may be understood by referring to the description of the host provided herein. In some embodiments, a content of a host in the emission layer may be greater than a content of the organometallic compound represented by Formula 1.

In one or more embodiments, the emission layer may include a host and a dopant, the host may be any suitable hosts, and the dopant may include the organometallic compound represented by Formula 1. The emission layer may emit phosphorescence produced upon transition of triplet excitons to a ground state of the organometallic compound that serve as a dopant.

In some embodiments, the emission layer may emit blue light having a maximum emission wavelength in a range of about 430 nanometers (nm) to about 480 nm.

As used herein, a layer (such as an organic layer) including the organometallic compound of Formula 1 refers to a layer that includes at least one of the organometallic compounds of Formula 1. For example, a layer may include two or more different organometallic compounds of Formula 1.

For example, in an exemplary embodiment, Compound 1 in Table 1 may only be included in the organic layer as an organometallic compound. In this embodiment, Compound 1 may be included in the emission layer of the organic light-emitting device.

In some embodiments, Compounds 1 and 2 may be included in the organic layer as organometallic compounds. In this embodiment, Compounds 1 and 2 may both be included in the same layer. For example, both Compounds 1 and 2 may be included in an emission layer.

The term “organic layer” as used herein refers to a single layer or a plurality of layers that are disposed between the first electrode and the second electrode in an organic light-emitting device. The “organic layer” may include organic compounds and organometallic complexes including metals.

The FIGURE illustrates a schematic cross-sectional view of an exemplary organic light-emitting device 10 according to one or more embodiments. Hereinafter, a structure of an organic light-emitting device according to one or more embodiments and a method of manufacturing the organic light-emitting device will be described with reference to the FIGURE. The organic light-emitting device 10 may include a first electrode 11, an organic layer 15, and a second electrode 19, which in some embodiments may be sequentially layered in this stated order.

A substrate may be additionally disposed under the first electrode 11 (i.e., the first electrode is disposed on a substrate) or a substrate may be disposed on the second electrode 19. The substrate may be any substrate used in organic light-emitting devices, e.g., a glass substrate or a transparent plastic substrate, each having excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and water repellency.

The first electrode 11 may be formed by depositing or sputtering, onto the substrate, a material for forming the first electrode 11. The first electrode 11 may be an anode. The material for forming the first electrode 11 may be selected from materials with a high work function for easy hole injection. The first electrode 11 may be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. The material for forming the first electrode 11 may be indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO₂), or zinc oxide (ZnO). In some embodiments, the material for forming the first electrode 11 may be a metal, such as magnesium (Mg), aluminum (Al), aluminum-lithium (Al—Li), calcium (Ca), magnesium-indium (Mg—In), or magnesium-silver (Mg—Ag).

The first electrode 11 may have a single-layered structure or a multi-layered structure including a plurality of layers. In some embodiments, the first electrode 11 may have a triple-layered structure of ITO/Ag/ITO, but in other embodiments the structure of the first electrode 11 are not limited thereto.

The organic layer 15 may be disposed on the first electrode 11.

The organic layer 15 may include a hole transport region, an emission layer, and an electron transport region.

The hole transport region may be disposed between the first electrode 11 and the emission layer.

The hole transport region may include a hole injection layer, a hole transport layer, an electron blocking layer, a buffer layer, or a combination thereof.

The hole transport region may include a hole injection layer only or a hole transport layer only. In some embodiments, the hole transport region may include a hole injection layer and a hole transport layer which are sequentially stacked on the first electrode 11. In some embodiments, the hole transport region may include a hole injection layer, a hole transport layer, and an electron blocking layer, which are sequentially stacked on the first electrode 11.

When the hole transport region includes a hole injection layer, the hole injection layer may be formed on the first electrode 11 by using one or more suitable methods, such as vacuum deposition, spin coating, casting, and Langmuir-Blodgett (LB) deposition.

When a hole injection layer is formed by vacuum-deposition, for example, the vacuum deposition may be performed at a temperature in a range of about 100° C. to about 500° C., at a vacuum degree in a range of about 10-8 torr to about 10-3 torr, and at a rate in a range of about 0.01 Angstroms per second (A/sec) to about 100 Å/sec, though the conditions may vary depending on a compound used as a hole injection material and a structure and thermal properties of a desired hole injection layer, but embodiments are not limited thereto.

When a hole injection layer is formed by spin coating, the spin coating may be performed at a rate in a range of about 2,000 revolutions per minute (rpm) to about 5,000 rpm and at a temperature in a range of about 80° C. to 200° C. to facilitate removal of a solvent after the spin coating, though the conditions may vary depending on a compound used as a hole injection material and a structure and thermal properties of a desired hole injection layer, but embodiments are not limited thereto.

The conditions for forming a hole transport layer and an electron blocking layer may be inferred from the conditions for forming the hole injection layer.

The hole transport region may include at least one selected from m-MTDATA, TDATA, 2-TNATA, NPB, β-NPB, TPD, spiro-TPD, spiro-NPB, methylated-NPB, TAPC, HMTPD, 4,4′,4″-tris(N-carbazolyl)triphenylamine (TCTA), polyaniline/dodecylbenzene sulfonic acid (PANI/DBSA), poly(3,4-ethylenedioxythiophene)/poly(4-styrene sulfonate) (PEDOT/PSS), polyaniline/camphor-sulfonic acid (PANI/CSA), polyaniline)/poly(4-styrene sulfonate (PANI/PSS), a compound represented by Formula 201, and a compound represented by Formula 202:

wherein, in Formula 201, Ar₁₀₁ and Ar₁₀₂ may each independently be:

-   -   a phenylene group, a pentalenylene group, an indenylene group, a         naphthylene group, an azulenylene group, a heptalenylene group,         an acenaphthylene group, a fluorenylene group, a phenalenylene         group, a phenanthrenylene group, an anthracenylene group, a         fluoranthenylene group, a triphenylenylene group, a pyrenylene         group, a chrysenylenylene group, a naphthacenylene group, a         picenylene group, a perylenylene group, or a pentacenylene         group; or     -   a phenylene group, a pentalenylene group, an indenylene group, a         naphthylene group, an azulenylene group, a heptalenylene group,         an acenaphthylene group, a fluorenylene group, a phenalenylene         group, a phenanthrenylene group, an anthracenylene group, a         fluoranthenylene group, a triphenylenylene group, a pyrenylene         group, a chrysenylenylene group, a naphthacenylene group, a         picenylene group, a perylenylene group, or a pentacenylene         group, each substituted with at least one of deuterium, —F, —C,         —Br, —I, a hydroxyl group, a cyano group, a nitro group, an         amino group, an amidino group, a hydrazine group, a hydrazone         group, a carboxylic acid group or a salt thereof, a sulfonic         acid group or a salt thereof, a phosphoric acid group or a salt         thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀         alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group,         a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkyl group, a         C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀         aryloxy group, a C₆-C₆₀ arylthio group, a C₇-C₆₀ arylalkyl         group, a C₁-C₆₀ heteroaryl group, a C₁-C₆₀ heteroaryloxy group,         a C₁-C₆₀ heteroarylthio group, a C₂-C₆₀ heteroarylalkyl group, a         monovalent non-aromatic condensed polycyclic group, or a         monovalent non-aromatic condensed heteropolycyclic group.

In Formula 201, xa and xb may each independently be an integer from 0 to 5. In some embodiments, xa and xb may each independently be 0, 1, or 2. In some embodiments, xa may be 1, and xb may be 0, but embodiments are not limited thereto.

In Formulae 201 and 202, R₁₀₁ to R₁₀₈, R₁₁₁ to R₁₁₉, and R₁₂₁ to R₁₂₄ may each independently be:

-   -   hydrogen, deuterium, —F, —C, —Br, —I, a hydroxyl group, a cyano         group, a nitro group, an amino group, an amidino group, a         hydrazine group, a hydrazone group, a carboxylic acid group or a         salt thereof, a sulfonic acid group or a salt thereof, a         phosphoric acid group or a salt thereof, a C₁-C₁₀ alkyl group         (e.g., a methyl group, an ethyl group, a propyl group, a butyl         group, pentyl group, or a hexyl group), or a C₁-C₁₀ alkoxy group         (e.g., a methoxy group, an ethoxy group, a propoxy group, a         butoxy group, or a pentoxy group);     -   a C₁-C₁₀ alkyl group or a C₁-C₁₀ alkoxy group, each substituted         with at least one of deuterium, —F, —C, —Br, —I, a hydroxyl         group, a cyano group, a nitro group, an amino group, an amidino         group, a hydrazine group, a hydrazone group, a carboxylic acid         group or a salt thereof, a sulfonic acid group or a salt         thereof, or a phosphoric acid group or a salt thereof;     -   a phenyl group, a naphthyl group, an anthracenyl group, a         fluorenyl group, or a pyrenyl group; or     -   a phenyl group, a naphthyl group, an anthracenyl group, a         fluorenyl group, or a pyrenyl group, each substituted with at         least one of deuterium, —F, —C, —Br, —I, a hydroxyl group, a         cyano group, a nitro group, an amino group, an amidino group, a         hydrazine group, a hydrazone group, a carboxylic acid group or a         salt thereof, a sulfonic acid group or a salt thereof, a         phosphoric acid group or a salt thereof, a C₁-C₁₀ alkyl group,         or a C₁-C₁₀ alkoxy group, but embodiments are not limited         thereto.

In Formula 201, R₁₀₉ may be:

-   -   a phenyl group, a naphthyl group, an anthracenyl group, or a         pyridinyl group; or     -   a phenyl group, a naphthyl group, an anthracenyl group, or a         pyridinyl group, each substituted with at least one of         deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a         nitro group, an amino group, an amidino group, a hydrazine         group, a hydrazone group, a carboxylic acid group or a salt         thereof, a sulfonic acid group or a salt thereof, a phosphoric         acid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀         alkoxy group, a phenyl group, a naphthyl group, an anthracenyl         group, or a pyridinyl group.

In some embodiments, the compound represented by Formula 201 may be represented by Formula 201A, but embodiments are not limited thereto:

wherein, in Formula 201A, R₁₀₁, R₁₁₁, R₁₁₂, and R₁₀₉ may respectively be understood by referring to the descriptions of R₁₁, R₁₁₁, R₁₁₂, and R₁₀₉ provided herein.

In some embodiments, the compounds represented by Formulae 201 and 202 may include Compounds HT1 to HT20 but embodiments are not limited thereto:

The thickness of the hole transport region may be in a range of about 100 Angstroms (Å) to about 10,000 Å, for example, about 100 Å to about 1,000 Å. When the hole transport region includes at least one selected from a hole injection layer and a hole transport layer, the thickness of the hole injection layer may be in a range of about 100 Å to about 10,000 Å, for example, about 100 Å to about 1,000 Å, the thickness of the hole transport layer may be in a range of about 50 Å to about 2,000 Å, for example, about 100 Å to about 1,500 Å. While not wishing to be bound by theory, it is understood that when the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within any of these ranges, excellent hole transport characteristics may be obtained without a substantial increase in driving voltage.

The hole transport region may include a charge generating material as well as the aforementioned materials, to improve conductive properties of the hole transport region. The charge generating material may be substantially homogeneously or non-homogeneously dispersed in the hole transport region.

The charge generating material may include, for example, a p-dopant. The p-dopant may include one of a quinone derivative, a metal oxide, and a compound containing a cyano group, but embodiments are not limited thereto. For example, non-limiting examples of the p-dopant include a quinone derivative, such as tetracyanoquinodimethane (TCNQ) or 2,3,5,6-tetrafluoro-tetracyano-1,4-benzoquinonedimethane (F4-TCNQ); a metal oxide, such as a tungsten oxide or a molybdenum oxide; and a compound containing a cyano group, such as Compound HT-D1, but embodiments are not limited thereto:

The hole transport region may further include a buffer layer.

The buffer layer may compensate for an optical resonance distance depending on a wavelength of light emitted from the emission layer to improve the efficiency of an organic light-emitting device.

An emission layer may be formed on the hole transport region by using one or more suitable methods, such as vacuum deposition, spin coating, casting, LB deposition, or the like. When the emission layer is formed by vacuum deposition or spin coating, vacuum deposition and coating conditions for forming the emission layer may be generally similar to those conditions for forming a hole injection layer, though the conditions may vary depending on a compound that is used.

When the hole transport region includes an electron blocking layer, a material for forming the electron blocking layer may be selected from the materials for forming a hole transport region and host materials described herein, but embodiments are not limited thereto. In some embodiments, when the hole transport region includes an electron blocking layer, mCP described herein may be used for forming the electron blocking layer.

The emission layer may include a host and a dopant, and the dopant may include the organometallic compound represented by Formula 1.

The host may include at least one selected from TPBi, TBADN, ADN (also known as “DNA”), CBP, CDBP, TCP, mCP, and Compounds H50 and H51:

In some embodiments, the host may further include a compound represented by Formula 301:

wherein, in Formula 301, Ar₁₁₁ and Ar₁₁₂ may each independently be:

-   -   a phenylene group, a naphthylene group, a phenanthrenylene         group, or a pyrenylene group; or     -   a phenylene group, a naphthylene group, a phenanthrenylene         group, or a pyrenylene group, each substituted with at least one         of a phenyl group, a naphthyl group, or an anthracenyl group.

In Formula 301, Ar₁₁₃ to Ar₁₁₆ may each independently be:

-   -   a C₁-C₁₀ alkyl group, a phenyl group, a naphthyl group, a         phenanthrenyl group, or a pyrenyl group; or     -   a phenyl group, a naphthyl group, a phenanthrenyl group, or a         pyrenyl group, each substituted with at least one of a phenyl         group, a naphthyl group, or an anthracenyl group.

In Formula 301, g, h, i, and j may each independently be an integer from 0 to 4.

In some embodiments, g, h, i, and j may each independently be 0, 1, or 2.

In Formula 301, Ar₁₁₃ to Ar₁₁₆ may each independently be:

-   -   a C₁-C₁₀ alkyl group substituted with at least one of a phenyl         group, a naphthyl group, or an anthracenyl group;     -   a phenyl group, a naphthyl group, an anthracenyl group, a         pyrenyl group, a phenanthrenyl group, or a fluorenyl group;     -   a phenyl group, a naphthyl group, an anthracenyl group, a         pyrenyl group, a phenanthrenyl group, or a fluorenyl group, each         substituted with at least one of deuterium, —F, —C, —Br, —I, a         hydroxyl group, a cyano group, a nitro group, an amino group, an         amidino group, a hydrazine group, a hydrazone group, a         carboxylic acid group or a salt thereof, a sulfonic acid group         or a salt thereof, a phosphoric acid group or a salt thereof, a         C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl         group, a C₁-C₆₀ alkoxy group, a phenyl group, a naphthyl group,         an anthracenyl group, a pyrenyl group, a phenanthrenyl group, or         a fluorenyl group; or     -   a group of the formula

but embodiments are not limited thereto.

In some embodiments, the host may include a compound represented by Formula 302:

In Formula 302, Ar₁₂₂ to Ar₁₂₅ may each independently be understood by referring to the descriptions for Ar₁₁₃ in Formula 301 provided herein.

In Formula 302, Ar₁₂₆ and Ar₁₂₇ may each independently be a C₁-C₁₀ alkyl group (e.g., a methyl group, an ethyl group, or a propyl group).

In Formula 302, k and l may each independently be an integer from 0 to 4. In some embodiments, k and l may each be 0, 1, or 2.

When the organic light-emitting device 10 is a full-color organic light-emitting device, the emission layer may be patterned into a red emission layer, a green emission layer, and a blue emission layer. In some embodiments, the emission layer may have a structure in which the red emission layer, the green emission layer, and/or the blue emission layer are layered to emit white light. In some embodiments, the structure of the emission layer may vary.

When the emission layer includes the host and the dopant, an amount of the dopant may be in a range of about 0.01 parts to about 15 parts by weight based on about 100 parts by weight of the host, but embodiments are not limited thereto.

The thickness of the emission layer may be in a range of about 100 Å to about 1,000 Å, and in some embodiments, about 200 Å to about 600 Å. While not wishing to be bound by theory, when the thickness of the emission layer is within any of these ranges, improved luminescence characteristics may be obtained without a substantial increase in driving voltage.

Next, an electron transport region may be formed on the emission layer.

The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof.

In some embodiments, the electron transport region may have a hole blocking layer/an electron transport layer/an electron injection layer structure or an electron transport layer/an electron injection layer structure, but embodiments are not limited thereto. The electron transport layer may have a single-layered structure or a multi-layered structure including two or more different materials.

The conditions for forming a hole blocking layer, an electron transport layer, and an electron injection layer may be inferred based on the conditions for forming the hole injection layer.

When the electron transport region includes a hole blocking layer, the hole blocking layer may include, for example, at least one selected from BCP, BPhen, and BAlq, but embodiments are not limited thereto:

The thickness of the hole blocking layer may be in a range of about 20 Å to about 1,000 Å, for example, about 30 Å to about 300 Å. While not wishing to be bound by theory, when the thickness of the hole blocking layer is within any of these ranges, excellent hole blocking characteristics may be obtained without a substantial increase in driving voltage.

The electron transport layer may include at least one selected from BCP, BPhen, Alq₃, BAlq, TAZ, and NTAZ:

In some embodiments, the electron transport layer may include at least one selected from Compounds ET1 to ET25, but embodiments are not limited thereto:

The thickness of the electron transport layer may be in a range of about 100 Å to about 1,000 Å, and in some embodiments, about 150 Å to about 500 Å. While not wishing to be bound by theory, when the thickness of the electron transport layer is within any of these ranges, excellent electron transport characteristics may be obtained without a substantial increase in driving voltage.

The electron transport layer may further include a metal-containing material, in addition to the materials described above.

The metal-containing material may include a Li complex. The Li complex may include, e.g., Compound FT-D1 (LiQ) or Compound FT-D2:

The electron transport region may include an electron injection layer that facilitates electron injection from the second electrode 19.

The electron injection layer may include at least one selected from, LiF, NaCl, CsF, Li₂, and BaO.

The thickness of the electron injection layer may be in a range of about 1 Å to about 100 Å, and in some embodiments, about 3 Å to about 90 Å. While not wishing to be bound by theory, when the thickness of the electron injection layer is within any of these ranges, excellent electron injection characteristics may be obtained without a substantial increase in driving voltage.

The second electrode 19 may be on the organic layer 15. The second electrode 19 may be a cathode. A material for forming the second electrode 19 may be a material with a relatively low work function, such as a metal, an alloy, an electrically conductive compound, and a mixture thereof. Examples of the material for forming the second electrode 19 may include lithium (Li), magnesium (Mg), aluminum (Al), aluminum-lithium (Al—Li), calcium (Ca), magnesium-indium (Mg—In), and magnesium-silver (Mg—Ag). In some embodiments, ITO or IZO may be used to form a transmissive second electrode 19 to manufacture a top emission light-emitting device. In some embodiments, the material for forming the second electrode 19 may vary.

Hereinbefore the organic light-emitting device 10 has been described with reference to the FIGURE, but embodiments are not limited thereto.

According to an aspect of still another embodiment, a diagnostic composition may include at least one organometallic compound represented by Formula 1.

Since the organometallic compound represented by Formula 1 provides high luminescence efficiency, the diagnostic efficiency of the diagnostic composition that includes the organometallic compound represented by Formula 1 may be excellent.

The diagnostic composition may be applied in various ways, such as in a diagnostic kit, a diagnostic reagent, a biosensor, or a biomarker.

The term “C₁-C₆₀ alkyl group” as used herein refers to a linear or branched saturated aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms.

Examples thereof include a methyl group, an ethyl group, a propyl group, an iso-butyl group, a sec-butyl group, a tert-butyl group, a pentyl group, an iso-amyl group, and a hexyl group. The term “C₁-C₆₀ alkylene group” as used herein refers to a divalent group having the same structure as the C₁-C₆₀ alkyl group.

The term “C₁-C₆₀ alkoxy group” as used herein refers to a monovalent group represented by —OA₁₀₁ (wherein A₁₀₁ is a C₁-C₆₀ alkyl group). Examples thereof include a methoxy group, an ethoxy group, and an isopropyloxy group.

The term “C₂-C₆₀ alkenyl group” as used herein refers to a group formed by placing at least one carbon-carbon double bond in the middle or at the terminus of the C₂-C₆₀ alkyl group. Examples thereof include an ethenyl group, a propenyl group, and a butenyl group. The term “C₂-C₆₀ alkenylene group” as used herein refers to a divalent group having the same structure as the C₂-C₆₀ alkenyl group.

The term “C₂-C₆₀ alkynyl group” as used herein refers to a group formed by placing at least one carbon-carbon triple bond in the middle or at the terminus of the C₂-C₆₀ alkyl group. Examples thereof include an ethenyl group and a propenyl group. The term “C₂-C₆₀ alkynylene group” as used herein refers to a divalent group having the same structure as the C₂-C₆₀ alkynyl group.

The term “C₃-C₁₀ cycloalkyl group” as used herein refers to a monovalent monocyclic saturated hydrocarbon group including 3 to 10 carbon atoms. Examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, and a cycloheptyl group. The term “C₃-C₁₀ cycloalkylene group” as used herein refers to a divalent group having the same structure as the C₃-C₁₀ cycloalkyl group.

The term “C₁-C₁₀ heterocycloalkyl group” as used herein refers to a monovalent monocyclic group including at least one heteroatom selected from N, O, P, Si, and S as a ring-forming atom and 1 to 10 carbon atoms. Examples thereof include a tetrahydrofuranyl group and a tetrahydrothiophenyl group. The term “C₁-C₁₀ heterocycloalkylene group” as used herein refers to a divalent group having the same structure as the C₁-C₁₀ heterocycloalkyl group.

The term “C₃-C₁₀ cycloalkenyl group” as used herein refers to a monovalent monocyclic group that has 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring, wherein the molecular structure as a whole is non-aromatic. Examples thereof include a cyclopentenyl group, a cyclohexenyl group, and a cycloheptenyl group. The term “C₃-C₁₀ cycloalkenylene group” as used herein refers to a divalent group having the same structure as the C₃-C₁₀ cycloalkenyl group.

The term “C₁-C₁₀ heterocycloalkenyl group” as used herein refers to a monovalent monocyclic group including at least one heteroatom selected from N, O, P, Si, and S as a ring-forming atom, 1 to 10 carbon atoms, and at least one double bond in its ring. Examples of the C₁-C₁₀ heterocycloalkenyl group include a 2,3-dihydrofuranyl group and a 2,3-dihydrothiophenyl group. The term “C₁-C₁₀ heterocycloalkylene group” as used herein refers to a divalent group having the same structure as the C₁-C₁₀ heterocycloalkenyl group.

The term “C₆-C₆₀ aryl group” as used herein refers to a monovalent group having a carbocyclic aromatic system having 6 to 60 carbon atoms. The term “C₆-C₆₀ arylene group” as used herein refers to a divalent group having a carbocyclic aromatic system having 6 to 60 carbon atoms. Examples of the C₆-C₆₀ aryl group include a phenyl group, a naphthyl group, an anthracenyl group, a phenanthrenyl group, a pyrenyl group, and a chrysenyl group. When the C₆-C₆₀ aryl group and the C₆-C₆₀ arylene group each include a plurality of rings, the plurality of rings may be fused to each other. The term “C₇-C₆₀ alkylaryl group” as used herein refers to a C₆-C₆₀ aryl group substituted with at least one C₁-C₆₀ alkyl group.

The term “C₁-C₆₀ heteroaryl group” as used herein refers to a monovalent group having a heterocyclic aromatic system having at least one heteroatom selected from N, O, P, Si, and S as a ring-forming atom and 1 to 60 carbon atoms. The term “C₁-C₆₀ heteroarylene group” as used herein refers to a divalent group having a heterocyclic aromatic system having at least one heteroatom selected from N, O, P, and S as a ring-forming atom and 1 to 60 carbon atoms. Examples of the C₁-C₆₀ heteroaryl group include a pyridinyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, and an isoquinolinyl group. When the C₁-C₆₀ heteroaryl group and the C₁-C₆₀ heteroarylene group each include a plurality of rings, the plurality of rings may be fused to each other. The term “C₂-C₆₀ alkylheteroaryl group” as used herein refers to a C₁-C₆₀ heteroaryl group substituted with at least one C₁-C₆₀ alkyl group.

The term “C₆-C₆₀ aryloxy group” as used herein indicates —OA₁₀₂ (wherein A₁₀₂ is a C₆-C₆₀ aryl group), the term “C₆-C₆₀ arylthio group” as used herein indicates —SA₁₀₃ (wherein A₁₀₃ is a C₆-C₆₀ aryl group), and the term “C₇-C₆₀ arylalkyl group” as used herein indicates -A₁₀₄A₁₀₅ (wherein A₁₀₅ is the C₆-C₅₉ aryl group and A₁₀₄ is the C₁-C₅₃ alkylene group).

The term “C₁-C₆₀ heteroaryloxy group” as used herein refers to —OA₁₀₆ (wherein A₁₀₆ is the C₂-C₆₀ heteroaryl group), the term “C₁-C₆₀ heteroarylthio group” as used herein indicates —SA₁₀₇ (wherein A₁₀₇ is the C₁-C₆₀ heteroaryl group), and the term “C₂-C₆₀ heteroarylalkyl group” as used herein refers to -A₁₀₈A₁₀₉ (A₁₀₉ is a C₁-C₅₉ heteroaryl group, and A₁ is a C₁-C₅₉ alkylene group).

The term “monovalent non-aromatic condensed polycyclic group” as used herein refers to a monovalent group that has two or more condensed rings and only carbon atoms (e.g., the number of carbon atoms may be in a range of 8 to 60) as ring-forming atoms, wherein the molecular structure as a whole is non-aromatic. Examples of the monovalent non-aromatic condensed polycyclic group include a fluorenyl group.

The term “divalent non-aromatic condensed polycyclic group” as used herein refers to a divalent group having substantially the same structure as the monovalent non-aromatic condensed polycyclic group.

The term “monovalent non-aromatic condensed heteropolycyclic group” as used herein refers to a monovalent group that has two or more condensed rings and a heteroatom selected from N, O, P, Si, and S and carbon atoms (e.g., the number of carbon atoms may be in a range of 1 to 60) as ring-forming atoms, wherein the molecular structure as a whole is non-aromatic. Examples of the monovalent non-aromatic condensed heteropolycyclic group include a carbazolyl group. The term “divalent non-aromatic condensed heteropolycyclic group” as used herein refers to a divalent group having substantially the same structure as the monovalent non-aromatic condensed heteropolycyclic group.

The term “C₅-C₃₀ carbocyclic group” as used herein refers to a saturated or unsaturated cyclic group including 5 to 30 carbon atoms only as ring-forming atoms. The C₅-C₃₀ carbocyclic group may be a monocyclic group or a polycyclic group.

The term “C₁-C₃₀ heterocyclic group” as used herein refers to saturated or unsaturated cyclic group including 1 to 30 carbon atoms and at least one heteroatom selected from N, O, P, Si, and S as ring-forming atoms. The C₁-C₃₀ heterocyclic group may be a monocyclic group or a polycyclic group.

At least one substituent of the substituted C₅-C₃₀ carbocyclic group, the substituted C₁-C₃₀ heterocyclic group, the substituted C₁-C₆₀ alkyl group, the substituted C₂-C₆₀ alkenyl group, the substituted C₂-C₆₀ alkynyl group, the substituted C₁-C₆₀ alkoxy group, the substituted C₃-C₁₀ cycloalkyl group, the substituted C₁-C₁₀ heterocycloalkyl group, the substituted C₃-C₁₀ cycloalkenyl group, the substituted C₁-C₁₀ heterocycloalkenyl group, the substituted C₆-C₆₀ aryl group, the substituted C₇-C₆₀ alkyl aryl group, the substituted C₆-C₆₀ aryloxy group, the substituted C₆-C₆₀ arylthio group, the substituted C₇-C₆₀ arylalkyl group, the substituted C₁-C₆₀ heteroaryl group, the substituted C₁-C₆₀ heteroaryloxy group, the substituted C₁-C₆₀ heteroarylthio group, the substituted C₂-C₆₀ heteroarylalkyl group, the substituted C₂-C₆₀ alkylheteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, or the substituted monovalent non-aromatic condensed heteropolycyclic group may be:

-   -   deuterium, —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H,         —CFH₂, a hydroxyl group, a cyano group, a nitro group, an         amidino group, a hydrazine group, a hydrazone group, a         carboxylic acid group or a salt thereof, a sulfonic acid group         or a salt thereof, a phosphoric acid group or a salt thereof, a         C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl         group, or a C₁-C₆₀ alkoxy group;     -   a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl         group, or a C₁-C₆₀ alkoxy group, each substituted with at least         one of deuterium, —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃,         —CF₂H, —CFH₂, a hydroxyl group, a cyano group, a nitro group, an         amidino group, a hydrazine group, a hydrazone group, a         carboxylic acid group or a salt thereof, a sulfonic acid group         or a salt thereof, a phosphoric acid group or a salt thereof, a         C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a         C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a         C₆-C₆₀ aryl group, a C₇-C₆₀ alkyl aryl group, a C₆-C₆₀ aryloxy         group, a C₆-C₆₀ arylthio group, a C₇-C₆₀ arylalkyl group, a         C₁-C₆₀ heteroaryl group, a C₁-C₆₀ heteroaryloxy group, a C₁-C₆₀         heteroarylthio group, a C₂-C₆₀ heteroarylalkyl group, a C₂-C₆₀         alkylheteroaryl group, a monovalent non-aromatic condensed         polycyclic group, a monovalent non-aromatic condensed         heteropolycyclic group, —N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅),         —Ge(Q₁₃)(Q₁₄)(Q₁₅), —B(Q₁₆)(Q₁₇), —P(Q₁₈)(Q₁₉), or         —P(═O)(Q₁₈)(Q₁₉);     -   a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a         C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a         C₆-C₆₀ aryl group, a C₇-C₆₀ alkyl aryl group, a C₆-C₆₀ aryloxy         group, a C₆-C₆₀ arylthio group, a C₇-C₆₀ arylalkyl group, a         C₁-C₆₀ heteroaryl group, a C₁-C₆₀ heteroaryloxy group, a C₁-C₆₀         heteroarylthio group, a C₂-C₆₀ heteroarylalkyl group, a C₂-C₆₀         alkylheteroaryl group, a monovalent non-aromatic condensed         polycyclic group, or a monovalent non-aromatic condensed         heteropolycyclic group;     -   a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a         C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a         C₆-C₆₀ aryl group, a C₇-C₆₀ alkyl aryl group, a C₆-C₆₀ aryloxy         group, a C₆-C₆₀ arylthio group, a C₇-C₆₀ arylalkyl group, a         C₁-C₆₀ heteroaryl group, a C₁-C₆₀ heteroaryloxy group, a C₁-C₆₀         heteroarylthio group, a C₂-C₆₀ heteroarylalkyl group, a C₂-C₆₀         alkylheteroaryl group, a monovalent non-aromatic condensed         polycyclic group, or a monovalent non-aromatic condensed         heteropolycyclic group, each substituted with at least one of         deuterium, —F, —C, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H,         —CFH₂, a hydroxyl group, a cyano group, a nitro group, an         amidino group, a hydrazine group, a hydrazone group, a         carboxylic acid group or a salt thereof, a sulfonic acid group         or a salt thereof, a phosphoric acid group or a salt thereof, a         C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl         group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a         C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a         C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₇-C₆₀         alkyl aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio         group, a C₇-C₆₀ arylalkyl group, a C₁-C₆₀ heteroaryl group, a         C₁-C₆₀ heteroaryloxy group, a C₁-C₆₀ heteroarylthio group, a         C₂-C₆₀ heteroarylalkyl group, a C₂-C₆₀ alkylheteroaryl group, a         monovalent non-aromatic condensed polycyclic group, a monovalent         non-aromatic condensed heteropolycyclic group, —N(Q₂₁)(Q₂₂),         —Si(Q₂₃)(Q₂₄)(Q₂₅), —Ge(Q₂₃)(Q₂₄)(Q₂₅), —B(Q₂₆)(Q₂₇),         —P(Q₂₈)(Q₂₉), or —P(═O)(Q₂₈)(Q₂₉); or     -   —N(Q₃₁)(Q₃₂), —Si(Q₃₃)(Q₃₄)(Q₃₅), —Ge(Q₃₃)(Q₃₄)(Q₃₅),         —B(Q₃₆)(Q₃₇), —P(Q₃₈)(Q₃₉), or —P(═O)(Q₃₈)(Q₃₉),     -   wherein Q₁ t Q₉, Q₁₁ to Q₁₉, Q₂₁ to Q₂₉, and Q₃₁ to Q₃₉ may each         independently be:     -   hydrogen; —F; —Cl; —Br; —I; a hydroxyl group; a cyano group; a         nitro group; an amidino group; a hydrazine group; a hydrazone         group; a carboxylic acid group or a salt thereof; a sulfonic         acid group or a salt thereof; a phosphoric acid group or a salt         thereof; a C₁-C₆₀ alkyl group; a C₂-C₆₀ alkenyl group; a C₂-C₆₀         alkynyl group; a C₁-C₆₀ alkoxy group; a C₃-C₁₀ cycloalkyl group;         a C₁-C₁₀ heterocycloalkyl group; a C₃-C₁₀ cycloalkenyl group; a         C₁-C₁₀ heterocycloalkenyl group; a C₆-C₆₀ aryl group; a C₆-C₆₀         aryl group substituted with a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl         group, or a combination thereof; a C₆-C₆₀ aryloxy group; a         C₆-C₆₀ arylthio group; a C₇-C₆₀ arylalkyl group; a C₁-C₆₀         heteroaryl group; a C₁-C₆₀ heteroaryloxy group; a C₁-C₆₀         heteroarylthio group; a C₂-C₆₀ heteroarylalkyl group; a         monovalent non-aromatic condensed polycyclic group; or a         monovalent non-aromatic condensed heteropolycyclic group.

In some embodiments, Q₁ to Q₉, Q₁₁ to Q₁₉, Q₂₁ to Q₂₉, and Q₃₁ to Q₃₉ may each independently be hydrogen, —F; —Cl; —Br; —I; a hydroxyl group; a cyano group; a nitro group; an amidino group; a hydrazine group; a hydrazone group; a carboxylic acid group or a salt thereof; a sulfonic acid group or a salt thereof; a phosphoric acid group or a salt thereof; a C₁-C₆₀ alkyl group; a C₂-C₆₀ alkenyl group; a C₂-C₆₀ alkynyl group; a C₁-C₆₀ alkoxy group; a C₃-C₁₀ cycloalkyl group; a C₁-C₁₀ heterocycloalkyl group; a C₃-C₁₀ cycloalkenyl group; a C₁-C₁₀ heterocycloalkenyl group; a C₆-C₆₀ aryl group; a C₆-C₆₀ aryl group substituted with a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, or a combination thereof; a C₆-C₆₀ aryloxy group; a C₆-C₆₀ arylthio group; a C₇-C₆₀ arylalkyl group; a C₁-C₆₀ heteroaryl group; a C₁-C₆₀ heteroaryloxy group; a C₁-C₆₀ heteroarylthio group; a C₂-C₆₀ heteroarylalkyl group; a monovalent non-aromatic condensed polycyclic group; or a monovalent non-aromatic condensed heteropolycyclic group, each except hydrogen, —F, —Cl, —Br, —I, the hydroxyl group, the cyano group, and the nitro group substituted with at least one of deuterium; —F; —Cl; —Br; —I; a hydroxyl group; a cyano group; a nitro group; an amidino group; a hydrazine group; a hydrazone group; a carboxylic acid group or a salt thereof; a sulfonic acid group or a salt thereof; a phosphoric acid group or a salt thereof; a C₁-C₆₀ alkyl group; a C₂-C₆₀ alkenyl group; a C₂-C₆₀ alkynyl group; a C₁-C₆₀ alkoxy group; a C₃-C₁₀ cycloalkyl group; a C₁-C₁₀ heterocycloalkyl group; a C₃-C₁₀ cycloalkenyl group; a C₁-C₁₀ heterocycloalkenyl group; a C₆-C₆₀ aryl group substituted with a C₁-C₆₀ alkyl group; a C₆-C₆₀ aryl group; or a combination thereof; a C₆-C₆₀ aryloxy group; a C₆-C₆₀ arylthio group; a C₇-C₆₀ arylalkyl group; a C₁-C₆₀ heteroaryl group; a C₁-C₆₀ heteroaryloxy group; a C₁-C₆₀ heteroarylthio group; a C₂-C₆₀ heteroarylalkyl group; a monovalent non-aromatic condensed polycyclic group; or a monovalent non-aromatic condensed heteropolycyclic group.

In some embodiments, Q₁ to Q₉, Q₁₁ to Q₁₉, Q₂₁ to Q₂₉, and Q₃₁ to Q₃₉ may each independently be hydrogen; a C₁-C₆₀ alkyl group; a C₆-C₆₀ aryl group; a C₆-C₆₀ aryloxy group; a C₆-C₆₀ arylthio group; a C₁-C₆₀ heteroaryl group; a monovalent non-aromatic condensed polycyclic group; or a monovalent non-aromatic condensed heteropolycyclic group, each except hydrogen substituted with at least one of deuterium; —F; —Cl; —Br; —I; a hydroxyl group; a cyano group; a nitro group; an amidino group; a hydrazine group; a hydrazone group; a carboxylic acid group or a salt thereof; a sulfonic acid group or a salt thereof; a phosphoric acid group or a salt thereof; a C₁-C₆₀ alkyl group; a C₂-C₆₀ alkenyl group; a C₂-C₆₀ alkynyl group; a C₁-C₆₀ alkoxy group; a C₃-C₁₀ cycloalkyl group; a C₁-C₁₀ heterocycloalkyl group; a C₃-C₁₀ cycloalkenyl group; a C₁-C₁₀ heterocycloalkenyl group; a C₆-C₆₀ aryl group substituted with a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, or a combination thereof; a C₆-C₆₀ aryloxy group; a C₆-C₆₀ arylthio group; a C₇-C₆₀ arylalkyl group; a C₁-C₆₀ heteroaryl group; a C₁-C₆₀ heteroaryloxy group; a C₁-C₆₀ heteroarylthio group; a C₂-C₆₀ heteroarylalkyl group; a monovalent non-aromatic condensed polycyclic group; or a monovalent non-aromatic condensed heteropolycyclic group.

As used herein, a “coordinate bond” refers to a bond in which the bonding electrons are from one of the bonded atoms (i.e., a dative bond such as the Fe—CO bond in Fe(CO)₅).

As used herein, a “covalent bond” refers to a bond in which the bonding electrons are from each of the bonded atoms.

Hereinafter, a compound and an organic light-emitting device according to an embodiment will be described in detail with reference to Synthesis Examples and Examples, however, the present disclosure is not limited thereto. The wording “B was used instead of A” used in describing Synthesis Examples means that an identical molar equivalent of B was used in place of A.

EXAMPLES Synthesis Example 1: Synthesis of Compound 1

(1) Synthesis of Intermediate (A)

5.0 grams (g) (13.76 millimoles, mmol) of 1-(3-bromophenyl)-1H-benzo[2,3]benzofuro[4,5-d]imidazole, 4.35 g (13.76 mmol) of 9-(4-(tert-butyl)pyridin-2-yl)-9H-carbazol-2-ol, 0.52 g (2.75 mmol) of copper(I) iodide, 0.68 g (5.5 mmol) of picolinic acid, and 8.76 g (41.28 mmol) of potassium phosphate tribasic were mixed with 90 milliliters (mL) of dimethyl sulfoxide (DMSO), followed by stirring at a temperature of 120° C. for 18 hours. Once the reaction was complete, the mixture was cooled to room temperature, and then, an organic layer was extracted using saturated ammonium chloride (NH₄Cl) and ethyl acetate (EA). The organic layer was dried with anhydrous magnesium sulfate (MgSO₄) and then filtered, followed by concentration under reduced pressure. The resulting product was purified by silica gel column chromatography to thereby obtain 4.04 g (8.26 mmol) of Intermediate (A) (yield: 60%).

LC-Mass (calculated value (m/z): 598.24 grams per mole (g/mol), measured value: M⁺¹=599 g/mol).

(2) Synthesis of Intermediate (B)

4.04 g (8.26 mmol) of Intermediate (A) and 3.52 g (24.78 mmol) of methyl iodide were mixed with 40 mL of toluene, followed by stirring at a temperature of 60° C. for 12 hours. Once the reaction was complete, the mixture was cooled to room temperature, and the resulting product was purified by silica gel column chromatography to thereby obtain 4.89 g (6.61 mmol) of Intermediate (B) (yield: 80%).

3) Synthesis of Compound 1

4.89 g (6.61 mmol) of Intermediate (B), 2.72 g (7.27 mmol) of Pt(COD)Cl₂, and 1.63 g (19.83 mmol) of sodium acetate were mixed with 220 mL of tetrahydrofuran (THF), followed by stirring at a temperature of 120° C. for 48 hours. Once the reaction was complete, the mixture was cooled to room temperature, and then, an organic layer was extracted using saturated ammonium chloride (NH₄Cl) and dichloromethane (DCM). The organic layer was dried with anhydrous magnesium sulfate (MgSO₄) and filtered, followed by concentration under reduced pressure. The resulting product was purified by silica gel column chromatography to thereby obtain 1.87 g (2.31 mmol) of Compound 1 (yield: 35%).

LC-Mass (calculated value (m/z): 805.20 g/mol, measured value: M¹=806 g/mol).

Synthesis Example 2: Synthesis of Compound 49

(1) Synthesis of Intermediate (C)

5.0 g (13.76 mmol) of 3-(3-bromophenyl)-3H-benzo[2,3]benzofuro[6,7-d]imidazole, 4.35 g (13.76 mmol) of 9-(4-(tert-butyl)pyridin-2-yl)-9H-carbazol-2-ol, 0.52 g (2.75 mmol) of copper(I) iodide, 0.68 g (5.5 mmol) of picolinic acid, and 8.76 g (41.28 mmol) of potassium phosphate tribasic were mixed with 90 mL of DMSO, followed by stirring at a temperature of 120° C. for 18 hours. Once the reaction was complete, the mixture was cooled to room temperature, and then, an organic layer was extracted using saturated ammonium chloride (NH₄Cl) and ethyl acetate (EA). The organic layer was dried with anhydrous magnesium sulfate (MgSO₄) and filtered, followed by concentration under reduced pressure. The resulting product was purified by silica gel column chromatography to thereby obtain 4.38 g (8.94 mmol) of Intermediate (C) (yield: 65%).

LC-Mass (calculated value (m/z): 598.24 g/mol, measured value: M¹=599 g/mol).

(2) Synthesis of Intermediate (D)

4.38 g (8.94 mmol) of Intermediate (C) and 3.81 g (26.82 mmol) of methyl iodide were mixed with 40 mL of toluene, followed by stirring at a temperature of 60° C. for 12 hours. Once the reaction was complete, the mixture was cooled to room temperature, and the resulting product was purified by silica gel column chromatography to thereby obtain 5.36 g (7.24 mmol) of Intermediate (D) (yield: 81%).

(3) Synthesis of Compound 49

5.36 g (7.24 mmol) of Intermediate (D), 2.98 g (7.96 mmol) of Pt(COD)Cl₂, and 1.76 g (21.72 mmol) of sodium acetate were mixed with 230 mL of tetrahydrofuran (THF), followed by stirring at a temperature of 120° C. for 48 hours. Once the reaction was complete, the mixture was cooled to room temperature, and then, an organic layer was extracted using saturated ammonium chloride (NH₄Cl) and dichloromethane (DCM). The organic layer was dried with anhydrous magnesium sulfate (MgSO₄) and filtered, followed by concentration under reduced pressure. The resulting product was purified by silica gel column chromatography to thereby obtain 2.04 g (2.53 mmol) of Compound 49 (yield: 35%).

LC-Mass (calculated value (m/z): 805.20 g/mol, measured value: M⁺¹=806 g/mol).

Evaluation Example 1: Evaluation of Maximum Emission Wavelength (Color-Coordinate) and Full Width at Half Maximum (FWHM)

Compound 1 was diluted in toluene at a concentration of 10 millimoles per liter (millimolar, mM), and a PL spectrum of Compound 1 was measured at room temperature by using an ISC PC1 spectrofluorometer, in which a xenon lamp is mounted. From the results, the maximum emission wavelength, color-coordinate, and FWHM of Compound 1 were evaluated. This process was performed on Compounds 49 and A. The results thereof are also shown in Table 2.

Evaluation Example 2: Measurement of Decay Time

Compound 1 was co-vacuum-deposited at a vacuum degree of 10-7 torr at a weight ratio of 2 wt % with the hosts used in the Examples on a quartz substrate to form a film having a thickness of 40 nm.

The PL spectrum of each film was evaluated at room temperature by using a time-resolved photoluminescence (TRPL) measurement system, FluoTime 300 (available from PicoQuant), and a pumping source, PLS340 (available from PicoQuant, excitation wavelength=340 nm, spectral width=20 nm). Then, a wavelength of the main peak in the PL spectrum was determined, and upon photon pulses (pulse width=500 picoseconds, ps) applied to the film by PLS340, the number of photons emitted at the wavelength of the main peak for each film was repeatedly measured over time by time-correlated single photon counting (TCSPC), thereby obtaining TRPL curves available for the sufficient fitting. Based on the results obtained therefrom, one or more exponential decay functions were set forth for the fitting, thereby obtaining T_(decay)(Ex), i.e., a decay time, for each film. The results thereof are shown in Table 2. The function used for the fitting is as described in Equation 1, and the average value of T_(decay) values for each of the exponential decay functions used for the fitting was taken as T_(decay)(Ex), i.e., a decay time. Here, during the same measurement time as the measurement time for obtaining TRPL curves, the same measurement was repeated once more in a dark state (i.e., a state where a pumping signal incident on each of the films was blocked), thereby obtaining a baseline or a background signal curve available as a baseline for the fitting: This same process was performed on Compounds 49 and A. The results thereof are shown in Table 2.

$\begin{matrix} {{f(t)} = {\sum\limits_{i = 1}^{n}{A_{i}{\exp\left( {{- t}/T_{{decay},i}} \right)}}}} & {{Equation}\mspace{14mu} 1} \end{matrix}$

Evaluation Example 3: Evaluation of PL Quantum Yield (PLQY)

CH₂Cl₂ solution of PMMA, 5 wt % of CBP, and Compound 1 were mixed together. The resultant obtained therefrom was coated on a quartz substrate by using a spin coater, heat-treated in an oven at a temperature of 80° C., and cooled to room temperature, thereby obtaining a film.

The photoluminescnce quantum yield (PLQY) of the film was evaluated by using Hamamatsu Photonics absolute PL quantum yield measurement system employing PLQY measurement software (Hamamatsu Photonics, Ltd., Shizuoka, Japan), in which a xenon light source, a monochromator, a photonic multichannel analyzer, and an integrating sphere are mounted. Thus, the PLQY of Compound 1 was evaluated. This process was also performed on Compounds 49 and A. The results thereof are shown in Table 2.

TABLE 2 Maximum emission Color Decay wavelength coordinate FWHM time Compound (nm) (CIEx, y) (nm) (μs) PLQY Compound 465 nm (0.14, 0.20) 43 2.65 0.599 A Compound 459 nm (0.14, 0.12) 22 2.16 0.621 1 Compound 457 nm (0.14, 0.12) 21 2.55 0.696 49

Referring to the results of Table 2, it was found that Compounds 1 and 49 each had excellent characteristics such as a narrow FHWM, a short decay time, and a high emission quantum efficiency, as compared with Compound A.

Example 1

An ITO glass substrate was cut to a size of 50 millimeters (mm)×50 mm×0.5 mm. Then the glass substrate was sonicated separately in acetone, isopropyl alcohol, and then pure water for about 15 minutes in each solvent and cleaned by exposure to ultraviolet irradiation with ozone for 30 minutes.

Thereafter, a hole injection layer was formed to have a thickness of 600 Å on the ITO electrode (anode) on the glass substrate by depositing m-MTDATA at a rate of about 1 Å/sec. A hole transport layer was formed to have a thickness of 250 Å on the hole injection layer by depositing α-NPD at a rate of 1 Å/sec.

An emission layer was formed to have a thickness of 400 Å on the hole transport layer by co-depositing Compound 1 (as a dopant) and CBP (as a host) at a deposition rate of 0.1 Å/sec and 1 Å/sec, respectively.

A hole blocking layer was formed on the emission layer by depositing BAlq at a rate of 1 Å/sec to have a thickness of 50 Å. Then, an electron transport layer was formed on the hole blocking layer by depositing Alq₃ to have a thickness of 300 Å. An electron injection layer was formed on the electron transport layer by depositing LiF to have a thickness of 10 Å. A second electrode (cathode) was formed on the electron injection layer by vacuum-depositing A1 to have a thickness of 1,200 Å. Therefore, the manufacture of an organic light-emitting device was completed, in which the organic light-emitting device included an ITO/m-MTDATA (600 Å)/α-NPD (250 Å)/CBP+10% Compound 1 (400 Å)/BAlq (50 Å)/Alq₃ (300 Å)/LiF (10 Å)/Al (1,200 Å) structure.

Example 2 and Comparative Examples 1 and 2

Organic light-emitting devices were manufactured in substantially the same manner as in Example 1, except that the compounds listed in Table 3 were used instead of Compound 1 as a dopant in the formation of an emission layer.

Evaluation Example 4: Evaluation of Characteristics of Organic Light-Emitting Device

The EL spectrum, driving voltage, and external quantum emission efficiency of the organic light-emitting devices manufactured in Examples 1 and 2 and Comparative Examples 1 and 2 were measured. The measurement method is as follows. The results thereof are shown in Table 3. The values of the driving voltage and the external quantum efficiency in Table 3 are shown in a relative value (%), as compared with the driving voltage and the external quantum efficiency of the organic light-emitting device in Comparative Example 2.

(1) Measurement of Current Density Depending on Applied Voltages

The current of the prepared organic light-emitting devices were measured as values of current in a unit device thereof using a current voltmeter (Keithley 2400) while increasing the applied voltage from 0 volts (V) to 10 V. The result was obtained by dividing a current value by an area.

(2) Measurement of Luminance Depending on Applied Voltages

The luminance of the prepared organic light-emitting devices were measured by using a luminance meter (Minolta Cs-1000A) while increasing the applied voltage from 0 V to 10 V.

(3) Measurement of EL Spectra

The EL spectra of the manufactured organic light-emitting devices at a luminance of about 500 candelas per square meter (cd/m²) were measured by using a luminance meter (Minolta Cs-1000A). Then, the maximum emission wavelength was evaluated.

(4) Measurement of External Quantum Efficiency

A Keithley 2400 current voltmeter and a luminance meter (Minolta Cs-1000A) were used in evaluation.

The EL spectrum, driving voltage, and external quantum emission efficiency of the organic light-emitting devices manufactured in Examples 1 and 2 and Comparative Examples 1 and 2 are shown in Table 3.

TABLE 3 External Maximum Driving quantum emission Dopant voltage (V) efficiency wave- No. compound (relative %) (relative %) length (nm) Comparative Compound 98% 200% 460 Example 1 A Example 1 Compound 89% 324% 459 1 Example 2 Compound 87% 284% 459 49 Comparative Compound 100%  100% 442 Example 2 D

Referring to the results of Table 3, the organic light-emitting devices manufactured in Examples 1 and 2 were found to have excellent external quantum efficiency and a low or equal level of driving voltage, as compared with the organic light-emitting devices manufactured in Comparative Examples 1 and 2.

As apparent from the foregoing description, the organometallic compound has a narrow FWHM and a short decay time, thus having improved quantum efficiency. Thus, an organic light-emitting device including the organometallic compound may have improved luminescent external quantum efficiency and a low driving voltage. Further, a diagnostic composition that includes the organometallic compound may have a high diagnostic efficiency, because the organometallic compound is excellent in phosphorescent emission characteristics.

It should be understood that embodiments described herein should be considered in a descriptive sense only and not for purposes of limitation. Descriptions of features or aspects within each embodiment should typically be considered as available for other similar features or aspects in other embodiments.

While one or more embodiments have been described with reference to the FIGURES, it will be understood by those of ordinary skill in the art that various changes in form and details may be made therein without departing from the spirit and scope of the present disclosure as defined by the following claims. 

What is claimed is:
 1. An organometallic compound represented by Formula 1:

wherein, in Formula 1, M₁ is beryllium, magnesium, aluminum, calcium, titanium, manganese, cobalt, copper, zinc, gallium, germanium, zirconium, ruthenium, rhodium, palladium, silver, rhenium, platinum, or gold, A₁ to A₃ are each independently a C₅-C₃₀ carbocyclic group or a C₁-C₃₀ heterocyclic group, A₄ is a 5-membered heterocyclic group, A₅ is represented by any one of Formulae A5-1 to A5-6, X₁₀, X₂₀, X₃₀, and X₄₀ to X₄₄ are each independently C or N, T₁ to T₃ are each independently a single bond, *—N[(L₁)_(a1)-(R₁)_(b1)]—*′, *—B(R₁)—*′, *—P(R₁)—*′, *—C(R₁)(R₂)—*′, *—Si(R₁)(R₂)—*′, *—Ge(R₁)(R₂)—*′, *—S—*′, *—Se—*′, *—O—*′, *—C(═O)—*′, *—S(═O)—*′, *—S(═O)₂—*′, *—C(R₁)═C(R₂)—*′, *—C(═S)—*′, or *—C≡C—*′, * and *′ each indicate a binding site to an adjacent atom, n1 to n3 are each independently an integer from 1 to 3, L₁ is a single bond, a substituted or unsubstituted C₅-C₃₀ carbocyclic group, or a substituted or unsubstituted C₁-C₃₀ heterocyclic group, a1 is an integer from 1 to 3, and when a1 is 2 or greater, at least two L₁ groups are identical to or different from each other, R₁, R₂, R₁₀, R₂₀, R₃₀, R₄₀, and R₅₀ are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, —SF₅, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a substituted or unsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, a substituted or unsubstituted C₇-C₆₀ arylalkyl group, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstituted C₁-C₆₀ heteroaryloxy group, a substituted or unsubstituted C₁-C₆₀ heteroarylthio group, a substituted or unsubstituted C₂-C₆₀ heteroarylalkyl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —N(Q₁)(Q₂), —Si(Q₃)(Q₄)(Q₅), —Ge(Q₃)(Q₄)(Q₅), —B(Q₆)(Q₇), —P(Q₈)(Q₉), or —P(═O)(Q₈)(Q₉), at least two adjacent R₁, R₂, R₁₀, R₂₀, R₃₀, R₄₀, or R₅₀ groups are optionally bound together to form a substituted or unsubstituted C₅-C₃₀ carbocyclic group or a substituted or unsubstituted C₁-C₃₀ heterocyclic group, b1 is an integer from 1 to 5, and when b1 is 2 or greater, at least two R₁ groups are identical to or different from each other, b10, b20, b30, and b50 are each independently an integer from 1 to 10, b40 is an integer from 1 to 3, when b10 is 2 or greater, at least two R₁₀ groups are identical to or different from each other, when b20 is 2 or greater, at least two R₂₀ groups are identical to or different from each other, when b30 is 2 or greater, at least two R₃₀ groups are identical to or different from each other, when b40 is 2 or greater, at least two R₄₀ groups are identical to or different from each other, when b50 is 2 or greater, at least two R₅₀ groups are identical to or different from each other, and at least one substituent of the substituted C₅-C₃₀ carbocyclic group, the substituted C₁-C₃₀ heterocyclic group, the substituted C₁-C₆₀ alkyl group, the substituted C₂-C₆₀ alkenyl group, the substituted C₂-C₆₀ alkynyl group, the substituted C₁-C₆₀ alkoxy group, the substituted C₃-C₁₀ cycloalkyl group, the substituted C₁-C₁₀ heterocycloalkyl group, the substituted C₃-C₁₀ cycloalkenyl group, the substituted C₁-C₁₀ heterocycloalkenyl group, the substituted C₆-C₆₀ aryl group, the substituted C₆-C₆₀ aryloxy group, the substituted C₆-C₆₀ arylthio group, the substituted C₇-C₆₀ arylalkyl group, the substituted C₁-C₆₀ heteroaryl group, the substituted C₁-C₆₀ heteroaryloxy group, the substituted C₁-C₆₀ heteroarylthio group, the substituted C₂-C₆₀ heteroarylalkyl group, the substituted monovalent non-aromatic condensed polycyclic group, or the substituted monovalent non-aromatic condensed heteropolycyclic group is: deuterium, —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C₆-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, or a C₁-C₆₀ alkoxy group; a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, or a C₁-C₆₀ alkoxy group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₇-C₆₀ arylalkyl group, a C₁-C₆₀ heteroaryl group, a C₁-C₆₀ heteroaryloxy group, a C₁-C₆₀ heteroarylthio group, a C₂-C₆₀ heteroarylalkyl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅), —Ge(Q₁₃)(Q₁₄)(Q₁₅), —B(Q₁₆)(Q₁₇), —P(Q₁₈)(Q₁₉), or —P(═O)(Q₁₈)(Q₁₉); a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group; a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group, each substituted with at least one of deuterium, —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₇-C₆₀ arylalkyl group, a C₁-C₆₀ heteroaryl group, a C₁-C₆₀ heteroaryloxy group, a C₁-C₆₀ heteroarylthio group, a C₂-C₆₀ heteroarylalkyl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —N(Q₂₁)(Q₂₂), —Si(Q₂₃)(Q₂₄)(Q₂₅), —Ge(Q₂₃)(Q₂₄)(Q₂₅), —B(Q₂₆)(Q₂₇), —P(Q₂₈)(Q₂₉), or —P(═O)(Q₂₈)(Q₂₉); or —N(Q₃₁)(Q₃₂), —Si(Q₃₃)(Q₃₄)(Q₃₅), —Ge(Q₃₃)(Q₃₄)(Q₃₅), —B(Q₃₆)(Q₃₇), —P(Q₃₈)(Q₃₉), or —P(═O)(Q₃₈)(Q₃₉), wherein Q₁ to Q₉, Q₁₁ to Q₁₉, Q₂₁ to Q₂₉, and Q₃₁ to Q₃₉ are each independently hydrogen; —F; —Cl; —Br; —I; a hydroxyl group; a cyano group; a nitro group; an amidino group; a hydrazine group; a hydrazone group; a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀ alkyl group; a C₂-C₆₀ alkenyl group; a C₂-C₆₀ alkynyl group; a C₁-C₆₀ alkoxy group; a C₃-C₁₀ cycloalkyl group; a C₁-C₁₀ heterocycloalkyl group; a C₃-C₁₀ cycloalkenyl group; a C₁-C₁₀ heterocycloalkenyl group; a C₆-C₆₀ aryl group; a C₆-C₆₀ aryl group substituted with a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, or a combination thereof, a C₆-C₆₀ aryloxy group; a C₆-C₆₀ arylthio group; a C₇-C₆₀ arylalkyl group; a C₁-C₆₀ heteroaryl group; a C₁-C₆₀ heteroaryloxy group; a C₁-C₆₀ heteroarylthio group; a C₂-C₆₀ heteroarylalkyl group; a monovalent non-aromatic condensed polycyclic group; or a monovalent non-aromatic condensed heteropolycyclic group,

wherein, in Formulae A5-1 to A5-6, Y₅₁ is *—O—*′ *—S—*′ *—N(R₅)—*′, *—C(R₅)(R₆)—*′, *—Si(R₅)(R₆)—*′, *—B(R₅)—*′, *—P(R₅)—*′, or *—P(═O)(R₅)—*′, wherein * and *′ each indicate a binding site to an adjacent atom, R₅ and R₆ are respectively understood by referring to R₁ and R₂, and X₅₁ is C(R₅₁) or N, X₅₂ is C(R₅₂) or N, X₅₃ is C(R₅₃) or N, X₅₄ is C(R₅₄) or N, X₅₅ is C(R₅₅) or N, X₅₆ is C(R₅₆) or N, and wherein R₅₁ to R₅₆ are each independently understood by referring to the description of R₅₀.
 2. The organometallic compound of claim 1, wherein M₁ is Pt, Pd, or Au.
 3. The organometallic compound of claim 1, wherein A₁ to A₃ are each independently a benzene group, a naphthalene group, an anthracene group, a phenanthrene group, a triphenylene group, a pyrene group, a chrysene group, a cyclopentadiene group, a 1,2,3,4-tetrahydronaphthalene group, a furan group, a thiophene group, a silole group, an indene group, a fluorene group, an indole group, a carbazole group, a benzofuran group, a dibenzofuran group, a benzothiophene group, a dibenzothiophene group, a benzosilole group, a dibenzosilole group, an azafluorene group, an azacarbazole group, an azadibenzofuran group, an azadibenzothiophene group, an azadibenzosilole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a phenanthroline group, a pyrrole group, a pyrazole group, an imidazole group, a triazole group, a tetrazole group, an oxazole group, an isooxazole group, a thiazole group, an isothiazole group, an oxadiazole group, a thiadiazole group, a benzopyrazole group, a benzimidazole group, an indazole group, a benzoxazole group, a benzothiazole group, a benzoxadiazole group, a benzothiadiazole group, a benzotriazole group, a diazaindene group, a triazaindene group, a 5,6,7,8-tetrahydroisoquinoline group, or a 5,6,7,8-tetrahydroquinoline group.
 4. The organometallic compound of claim 1, wherein X₄₀ in A₄ is C, and X₄₁ and X₄₄ are each N.
 5. A diagnostic composition comprising at least one organometallic compound of claim
 1. 6. The organometallic compound of claim 1, wherein X₁₀ is N, and X₂₀, X₃₀, and X₄₀ are each C.
 7. The organometallic compound of claim 1, wherein a bond between M₁ and X₁₀ is a coordinate bond, a bond between M₁ and X₂₀ is a covalent bond, a bond between M₁ and X₃₀ is a covalent bond, and a bond between M₁ and X₄₀ is a coordinate bond.
 8. The organometallic compound of claim 1, wherein T₁ to T₃ are each independently a single bond, *—N[(L₁)_(a1)-(R₁)_(b1)]—*′, *—C(R₁)(R₂)—*′, *—Si(R₁)(R₂)—*′, *—O—*′, or *—S—*′, wherein * and *′ each indicate a binding site to an adjacent atom.
 9. The organometallic compound of claim 1, wherein L₁ is: a phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, an azulenylene group, a heptalenylene group, an acenaphthylene group, a fluorenylene group, a phenalenylene group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a triphenylenylene group, a pyrenylene group, a chrysenylenylene group, a naphthacenylene group, a picenylene group, a perylenylene group, or a pentacenylene group; or a phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, an azulenylene group, a heptalenylene group, an acenaphthylene group, a fluorenylene group, a phenalenylene group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a triphenylenylene group, a pyrenylene group, a chrysenylenylene group, a naphthacenylene group, a picenylene group, a perylenylene group, or a pentacenylene group, each substituted with at least one of deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group.
 10. The organometallic compound of claim 1, wherein R₁, R₂, R₅, R₆, R₁₀, R₂₀, R₃₀, R₄₀, and R₅₁ to R₅₆ are each independently: hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, —SF₅, a C₁-C₂₀ alkyl group, or a C₁-C₂₀ alkoxy group; a C₁-C₂₀ alkyl group or a C₁-C₂₀ alkoxy group, each substituted with at least one of deuterium, —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a naphthyl group, a pyridinyl group, or a pyrimidinyl group; a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, or an imidazopyrimidinyl group; a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, or an imidazopyrimidinyl group, each substituted with at least one of deuterium, —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a naphthyl group, a pyridinyl group, or a pyrimidinyl group; or —N(Q₁)(Q₂), —Si(Q₃)(Q₄)(Q₅), —Ge(Q₃)(Q₄)(Q₅), —B(Q₆)(Q₇), —P(Q₈)(Q₉), or —P(═O)(Q₈)(Q₉), wherein Q₁ to Q₉ are each independently: —CH₃, —CD₃, —CD₂H, —CDH₂, —CH₂CH₃, —CH₂CD₃, —CH₂CD₂H, —CH₂CDH₂, —CHDCH₃, —CHDCD₂H, —CHDCDH₂, —CHDCD₃, —CD₂CD₃, —CD₂CD₂H, or —CD₂CDH₂; an n-propyl group, an iso-propyl group, an n-butyl group, an iso-butyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, an iso-pentyl group, a sec-pentyl group, a tert-pentyl group, a phenyl group, or a naphthyl group; or an n-propyl group, an iso-propyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, an isopentyl group, a sec-pentyl group, a tert-pentyl group, a phenyl group, or a naphthyl group, each substituted with at least one selected from deuterium, a C₁-C₁₀ alkyl group, or a phenyl group.
 11. The organometallic compound of claim 1, wherein R₁, R₂, R₅, R₆, R₁₀, R₂₀, R₃₀, R₄₀, and R₅₁ to R₅₆ are each independently hydrogen, deuterium, —F, a cyano group, a nitro group, —SF₅, —CH₃, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a group represented by any one of Formulae 9-1 to 9-19, or a group represented by any one of Formulae 10-1 to 10-194:

wherein, in Formulae 9-1 to 9-19 and 10-1 to 10-194, * indicates a binding site to an adjacent atom, “Ph” indicates a phenyl group, and “TMS” indicates a trimethylsilyl group.
 12. The organometallic compound of claim 1, wherein the organometallic compound represented by Formula 1 is represented by any one of Formulae 11-1 to 11-6:

wherein, in Formulae 11-1 to 11-6, M₁, A₁ to A₃, X₁₀, X₂₀, X₃₀, X₄₂, X₄₃, T₁ to T₃, R₁₀, R₂₀, R₃₀, R₄₀, b10, b20, and b30 are respectively understood by referring to the descriptions of M₁, A₁ to A₃, X₁₀, X₂₀, X₃₀, X₄₂, X₄₃, T₁ to T₃, R₁₀, R₂₀, R₃₀, R₄₀, b10, b20, and b30 in claim 1, Y₅₁ is *—O—*′, *—S—*′, *—N(R₅)—*′, *—C(R₅)(R₆)—*′, *—Si(R₅)(R₆)—*′, *—B(R₅)—*′, *—P(R₅)—*′, or *—P(═O)(R₅)—*′, wherein * and *′ each indicate a binding site to an adjacent atom, R₅ and R₆ are respectively understood by referring to the descriptions of R₁ and R₂ in claim 1, X₅₁ is C(R₅₁) or N, X₅₂ is C(R₅₂) or N, X₅₃ is C(R₅₃) or N, X₅₄ is C(R₅₄) or N, X₅₅ is C(R₅₅) or N, X₅₆ is C(R₅₆) or N, and R₅₁ to R₅₆ are each independently understood by referring to the description of R₅₀ in claim
 1. 13. The organometallic compound of claim 1, wherein the organometallic compound represented by Formula 1 is represented by any one of Formulae 12-1 to 12-6:

wherein, in Formulae 12-1 to 12-6, M₁, X₁₀, X₂₀, X₃₀, X₄₂, X₄₃, R₄₀, and T₂ are respectively understood by referring to M₁, X₁₀, X₂₀, X₃₀, X₄₂, X₄₃, R₄₀, and T₂ in claim 1, Y₅₁ is *—O—*′, *—S—*′, *—N(R₅)—*′, *—C(R₅)(R₆)—*′, *—Si(R₅)(R₆)—*′, *—B(R₅)—*′, *—P(R₅)—*′, or *—P(═O)(R₅)—*′, wherein * and *′ each indicate a binding site to an adjacent atom, R₅ and R₆ are respectively understood by referring to R₁ and R₂ in claim 1, X₁₁ is C(R₁₁) or N, X₁₂ is C(R₁₂) or N, X₁₃ is C(R₁₃) or N, and X₁₄ is C(R₁₄) or N, X₂₁ is C(R₂₁) or N, X₂₂ is C(R₂₂) or N, X₂₃ is C(R₂₃) or N, X₂₄ is C(R₂₄) or N, X₂₅ is C(R₂₅) or N, and X₂₆ is C(R₂₆) or N, X₃₁ is C(R₃₁) or N, X₃₂ is C(R₃₂) or N, and X₃₃ is C(R₃₃) or N, X₅₁ is C(R₅₁) or N, X₅₂ is C(R₅₂) or N, X₅₃ is C(R₅₃) or N, X₅₄ is C(R₅₄) or N, X₅₅ is C(R₅₅) or N, and X₅₆ is C(R₅₆) or N, R₁₁ to R₁₄ are each independently understood by referring to R₁₀ in claim 1, R₂₁ to R₂₆ are each independently understood by referring to R₂₀ in claim 1, R₃₁ to R₃₃ are each independently understood by referring to R₃₀ in claim 1, and R₅₁ to R₅₆ are each independently understood by referring to R₅₀ in claim
 1. 14. The organometallic compound of claim 1, wherein the organometallic compound is any one of Compounds 1 to 72:


15. An organic light-emitting device comprising: a first electrode; a second electrode; and an organic layer disposed between the first electrode and the second electrode, wherein the organic layer comprises: an emission layer, and at least one organometallic compound of claim
 1. 16. The organic light-emitting device of claim 15, wherein the first electrode is an anode, the second electrode is a cathode, and the organic layer comprises a hole transport region disposed between the first electrode and the emission layer and an electron transport region disposed between the emission layer and the second electrode, the hole transport region comprises a hole injection layer, a hole transport layer, an electron blocking layer, or any combination thereof, and the electron transport region comprises a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.
 17. The organic light-emitting device of claim 15, wherein the emission layer comprises the organometallic compound.
 18. The organic light-emitting device of claim 17, wherein the emission layer further comprises a host, wherein the host is present in the emission layer in an amount greater than an amount of the organometallic compound in the emission layer.
 19. The organic light-emitting device of claim 17, wherein the emission layer emits blue light having a maximum emission wavelength in a range of about 430 nanometers to about 480 nanometers. 